You are on page 1of 61

T r a n s f e r

C o n s t a n t s

P o l y m e r s ,

C a t a l y s t s

S o l v e n t s
S u l f u r

a n d

t o
a n d

I n i t i a t o r s ,

A d d i t i v e s ,

C o m p o u n d s

R a d i c a l

M o n o m e r s ,

i n

a n d
F r e e

P o l y m e r i z a t i o n

A. Ueda
Osaka Municipal Technical Research Institute, Osaka, Japan
S. Nagai
Plastics Technical Association, Osaka, Japan

A. Introduction
B. Tables
Table 1. Transfer Constants
Table 2. Transfer Constants
Table 3. Transfer Constants
Initiators
Table 4. Transfer Constants
Additives
Table 5. Transfer Constants
Compounds
C. Remarks
D. References
A.

to Monomers
to Polymers
to Catalysts and

11-97
11-98
II-98
11-103
11-106

to Solvents and
11-110
to Sulfur
11-150
11-157
11-159

INTRODUCTION

The transfer reaction in radical polymerization describes a


process in which the polymer radical reacts with another
molecule (monomer, polymer, catalyst, solvent, modifier,
etc.) forming a dead polymer and new radical. This new
radical can continue the kinetic chain:

If it is assumed that
(a) all new radicals X# react only by formation of
growing polymer radicals;
(b) all polymer radicals have equal reactivities independent of their size;
(c) all rate constants are independent of solvent;
(d) the consumption of monomer by initiation and
transfer is negligible compared with propagation;
(e) a steady-state concentration of polymer radicals is
quickly established (d[P#]/dr = 0).
The application of these assumptions to the common
reaction scheme results in the following relationship of
ideal kinetics (Ref. 145):

P n , p n 0 = number-average degree of polymerization


obtained in the presence or absence, respectively, of transfer agent X.
[M], [X] = concentration of monomer or transfer agent,
respectively.

The dimensionless transfer constant is defined by the ratio

where kv is the rate constant of propagation.


Based on the tables in the third edition, by K. C. Berger and G. Brandrup.

The left-hand side of this equation is obtained by measuring


the number average molecular weight of polymer at
different concentrations of the transfer agent X, all other
variables being kept constant. In many cases the degree of
polymerization was determined by measurement of viscosity (Remark R). It should be noted that the ratio of

viscosimetric to number average molecular weight shows a


considerable dependence on the molecular weight distribution.
The first term P n 0 of the right-hand side of this equation
is the number average molecular weight measured in the
absence of transfer agent X. This is limited to cases where
the transfer agent is a modifier. In all other cases, Pno is
calculated by combination of several kinetic expressions
and used with its numerical value:

This decrease of the transfer agent concentration with


increasing monomer conversion is important in practice
because very reactive transfer agents are used up preferentially, giving a broad molecular weight distribution if they
cannot be replenished.
In analogy to quickly decomposing initiators with their
criterion of "half-life", one can define, in addition to the
transfer constant Cx, a "half-conversion" U\/2 as that
monomer conversion where the transfer agent is half
consumed:

Initiation
Termination
Propagation
Number-average
molecular weight
where ku fct,d, and k^c are the rate constants of termination,
termination by disproportionation, and termination by
combination, respectively.

The second term of the right-hand side of the above


equation is given by the following expression:

where Cp is the constant of chain transfer with added


polymer before starting polymerization.
The transfer constant of very reactive molecules can be
determined from the rate of disappearance of both transfer
agent and monomer:

The following table demonstrates (with some examples for


a calibration curve) that the "half-conversion" IZ1^2
decreases with increasing transfer constant Cx:
The "Half-Conversion" of Transfer Agents
Cx

U1/2(%)

Cx

Ul/2(%)

0.1
0.2
0.5
1
2

99.9
96.8
75.0
50.0
29.3

5
10
20
50
100

13.0
6.7
3.4
1.4
0.7

The transfer agent must be replenished at this monomer


conversion at the latest, if polymerization is to proceed, still
yielding a narrow molecular weight distribution.
Numerous examples are known of polymerization
systems that possibly do not satisfy basic assumptions:
retardation (Remark J), induced decomposition and primary
radical termination by peroxide or hydroperoxide initiation
(Remarks C and B), diffusion control of termination
(Remark X), electron donor/acceptor complexes (Remarks
JJ), etc. Corresponding data in this table have to be used
with caution.

B. TABLES OF TRANSFER CONSTANTS


TABLE 1. TRANSFER CONSTANTS TO MONOMERS
Monomer

T( 0 C)

Acetic acid, allyl ester

80

Acrylamide

25

Acrylamide, AT,iV-dimethylAcrylic acid, benzyl ester

50
60
60
50
55
60
60
60

- , butyl ester

C M (xlO 4 )
170
700
0.12
0.16
0.2
0.2
0.558
0.651
0.6
1.5
0.883
0.905
0.333
1.05

Remarks

D
E
C2, F13, LL
C2, F13, LL
E

Cl, H, KK
Cl, H, KK

Refs.
29
27
92
74
75
103
560
560
103
272
291
291
561
561

TABLE 1. cont'd
Monomer
Acetic acid, butyl ester (cont'd)
-,ethyl ester

T( 0 C)
60
65
50
60
65
70

- , - 2 ethylhexyl ester
- , methyl ester

70
80
50
55
60
65

70

75
-, tetrahydrofurfuryl ester
-, 2-chloro-, ethyl ester
- , thio-, methyl ester
Acrylonitrile

40
60
60
20
25
30
40
50
60

Allyl bromide
Ammonium chloride, A^-diallyl-MJV-diethyl- , Ar,Ar-diallyl-AW-dimethylAnisole, p-\iny\
Anthranilic acid, vinyl ester
Benzoic acid, vinyl ester

1,3-Butadiene, 2-chloro- , 1,1,2-trichloro1-Butene


2-Butene, cis- , trans3-Butene-2-one, 3-methyl-

60
60
60
60
60
60
0
60
70
60
80
95
50
25
40
50
60
40
50
60
40
50
60
80

C M (xlO 4 )

Remarks

1.25
0.955
0.193
0.90
0.41
0.579
0.332
0.351
0.789
6.28
3.79
0.80
0.275
0.036
0.325
0.10
0.11
0.11
0.37
0.01
0.072
0.16
0.18
0.405
0.224
0.25
0.25
4.0
3.0
560
0.18
0.105
1.5
0.17
0.050
0.27
8.2
0.26
0.3
0.333
0.57
1.02
30
18
7
0.198
0.74
80
6.0
7.0
2.0
4.0
2.32
16
3.1
5.1
7.3
3.2
4.9
11.2
3.0
5.2
10.8
4.00

Cl, H, KK

F7
C, F17, R
C, F17, R
C, F17, R
C, F17, R
C, F17, R
F7
C,AA
B, AA
C, AA
C,AA
CFlO
CAA
C, AA
CFlO
B, AA
CAA
C AA
C, AA
CAA
C, FlO
C AA
C, F2
E
F8
F18
F17
F16
Cl, H, KK
Cl, H, KK
Cl, H, KK
C, R, HH
Cl, F30
Cl, F30

F2
E

Refs.
561
291
306
510
512
512
306
306
512
512
512
510
221
221
221
221
123
221
221
322
221
221
221
221
221
123
221
319
342
140
299
284
196
284
410
376
362
95
23
561
561
561
505
538
538
13
53
139
321,393
26
321
213
153
230
334
334
334
334
334
334
334
334
334
84

Remarks page 11-157; References page 11-159

TABLE 1. cont '6


Monomer
Butyric acid, vinyl ester
Carbamic acid, vinyl-, ethyl ester
Carbazole, A^-vinyl-7H-benzo(2)Decanoic acid, vinyl ester
Ethylene

T( 0 C)
50
80
60
70
50
60

70

26.7
22.3
0.25
11
45.5
0.4
1.4
4.2
5.0
5.32
1.1
3.5
9.0
0.0
1.6
4.7
11.2
5
3.2
3.2
7.0
6.25
19.4
50
6.4
7.8
8.5
11
13.5
10.8
12.3
12.8
23.8

60

42

83
110

130

- , chloro-

50-70
20
25
30
40
50

60

Glutaramic acid, MA^-diisobutyl-,


vinyl ester
- , AW-diisopentyl-,
vinyl ester

Hexanoic acid, vinyl ester


5-Hexen-3-yn-2-ol, 2-methylIsobutyric acid, vinyl ester
Laurie acid, vinyl ester
Maleic anyhydride
Maleic anhydride/methyl methacrylate
Maleimide, A^-(3-dimethylamino-6-methyl-phenyl)
Methacrylamide
Methacrylic acid, bornyl ester
- , butyl ester

-,
-,
-,
-,
-,
-,

tert-butyl ester
o-r-butylphenyl ester
/?-?-butylphenyl ester
n-dodecyl ester
2,3-epoxypropyl ester
ethyl ester

-,
-,
-,
-,
-,

0-ethylphenyl ester
p-ethylphenyl ester
glycidyl ester
hexadecyl ester
isobornyl ester

C M (xlO 4 )

60
70
80
80
60
80
50
75
60
50
60
60
50
60
70
60
60
60
60
45
60
80
90
60
60
60
70
60

51
51
51
36
5.0
46
45.5
750
100
720
10 x 105
2.85
0.54
120 x 105
0.14
0.35
30.41
2.01
80xl05
0.59
0.248
0.259
0.456
0.442
3.63
1.36
45 x 105
0.14
1.85

Remarks

Refs.

F4
Y

71
200
117
522
71
102
102
102
204
205
102
102
102
259
102
102
102
218
94
315
425
58
463
246
379
379
379
392
58
379
379
379
58

C, FlO

106

C, FlO
C, FlO
CFlO

107
107
107
200
226
200
71
175
367
542
515
162
233
515
264
9
550
550
515
198
193
193
193
193
550
550
515
138
162

R, F2
W5
W4, W5
W4
D, W
D, W
W4, W5
W4, W5
W4
C, F21,W5
W4, W5
W4, W5
W4
W3

Y
F5
F3
F4
C, F26
Y
F3

C
F2
JJl

JJl

C
C
JJl
CC
CC
CC
CC
C
C
JJl

TABLE 1. cont'd
Monomer
Methacrylic acid, isobutyl ester

- , n-nonyl ester
- , phenyl ester
- , o-tolyl ester
- , p-tolyl ester
Methacrylonitrile

Methyl methacrylate

J( 0 C)
35
50
60
80
100
60
27
60
60
60
25
60
70
80
0
30

40
50

60

65
70

75

80

Naphthalene, 1-vinyl1,4-Pentadiene, 1,1,2,3,3,4,5,5-octafluoroPhernol, o-vinyl2-Picoline, 5-vinyl1-Propene, 2-chloro-, 2-methylPropionic acid, vinyl ester

90
100
120
50
60
70
110
70
70
80
40
50
60
50

C M (xlO 4 )
0.189
0.179
0.14
0.165
0.224
0.301
0.382
105 x 105
400
0.61
1.13
1.06
2.08
5.81
8.00
10.05
0.128
0.148
0.117
0.260
0.15
30 x 105
242 x 105
0.10
0.15
0.477
241 x 105
0.85
0.07
0.10
0.103
0.18
240 x 105
0.20
0.17
0.20
0.23
0.265
0.29
0.30
0.45
0.807
1.37
240 x 105
0.27
0.33
0.60
0.70
0.25
0.40
0.10
0.38
0.58
290
310
300
500
130
6.7
1600
2.5
4.4
6.9
3.6
48.9

Remarks
DD
DD
F2
DD
DD
DD
JJl
R
C
C
C
Z
Z
Z
Z

D
JJ2
JJl
F2
D
JJl

C
JJO
CFlO

C, F17
D
JJl
CFlO
C
CFIl
C, F2

WlO

Refs.
193
193
264
264
193
193
193
515
534
550
550
550
125
125
125
125
69
18
69
224
508
525
528
147,327
145
224
528
69
274
34,290,317
316
145
556
123
123
267
145
440
123
123
104
224
459
528
123
123
123
123
145
123
147
145
145
216
216
216
68
186
11
27
334
334
334
158
71

Remarks page II-157; References page II-159

TABLE 1. cont'd
Monomer
Pyridine, 2-vinyl- , 4-vinyl2-Pyrrolidinone, 1-vinylStearic acid, vinyl ester
Styrene

T( 0 C)
15-35
25
20
50
O
25
27
30
45
50

60

67.8
70

75

80
80.3
90

99
100

110
117
132

Styrene, p-boromo-, o-chloro-

50
30
50

C M (xlO 4 )
O
6.7
4.0
69.8
O

Remarks
D

BB
0.108
0.279
0.358
0.31
0.2
0.32
0.3
0.35
0.40
0.50
0.6
0.62
0.65
0.78
0.07
0.6
0.6
0.6
0.75
0.79
0.85
0.92
1.1
1.37
20 x 10 5
1.0
O
0.6
0.6
0.8
0.96
1.16
1.35
2.0
O
1.6
5.0
5.00
0.7
0.75
1.00
4.0
0.85
1.25
1.47
1.79
1.5
1.72
1.8
1.83
2.80
1.40
2.45
3.0
3.4
5.33
23
0.25
0.25
0.28

A
BB
BB
H
F2
C, H
C
A, K
B, C, H
A
C
C
BB
A
A, F

C
JJl
CFlO
BB
B, H
A
A
C, F2
C,F10
C
C, F2
CFIl
BB
BB
CF
A
A
A
A, F
A
A
A
A, F
A
A

C
C, H

Refs.
38
283
59
71
360
17,69
69,245
17
145
318,360
245
360
354,355
318,327
388
145
145
388
146
467
34,171,223
145,240
318,360
467
145
145
447
53
234
515
34
123
104
360
388
67
145
145
123
123
123
123
123
98
360
318
34
360
145
145
145
98
145
145
145
145
318
145
145
145
145
192
62
60
60

TABLE 1. cont'd
Monomer
Styrene, p-iodoSuccinimide, JV-vinylValeric acid, 4-methyl-, vinyl ester
Vinyl acetate

T( 0 C)
50
55
80
-60
-40
-20
-20
O
20
25

40
45
50

60

65
70
Vinylidene chloride

50
60

C M (xlO 4 )

Remarks

Refs.

1.9
0.55
24.8
1.9
0.40
0.60
0.70
0.30
0.50
0.90
0.96
0.94
0.90
1.3
1.45
2.4
10.7
1.29
1.32
2.0
0.25
0.41
0.54
0.61
1.29
2
4.55
20
1.75
1.8
1.9
1.91
1.93
2.0
2.1
2.4
2.5
2.5
2.6
2.8
2.1
2.4
2.9
22
38

Fl
C

113
R
R

56
93
200
158
464
464
464
241
241
86
464
328
241
86
86
202
69
12
328
51
466
265
265
265
12
552
71
225
12
466
124
328
348
231
145
294
86
167
167
80
466
403
86
541
541

C P (xlO 4 )

Remarks

Refs.

D
D
D
D
D
14
D
D
17
17
D

W14
W15
C

112
C

C
C

TABLE 2. TRANSFER CONSTANTS TO POLYMERS


Polymer
Acrylamide, N,N-dimethylPoIy(N, Af-dimethylacrylamide)
Acrylic acid, ethyl ester
Poly(methyl methacrylate)
- , methyl ester
Poly(isoprene)
- , chlorinated
Poly (methyl acrylate)
Poly (methyl methacrylate)
Acrylonitrile
Cellulose

T( 0 C)
50

0.61

272

60

12800

M6

120

75
60

12.6
0.5
1.0
18000

C, F2
L
L
M6

308
212
105
120

1.0
11
20

L, N
L, M4
L, M5

361
361
361

60
60

Remarks page 11-157; References page 11-159

TABLE 2. cont'd
Polymer
Acrylonitrile, (cont'd)
Poly(acrylonitrile)
Poly(methyl methacrylate)

Poly(sarcosine)
1,3-Butadiene
PoIy(1,3-butadiene)
Ethylene

-, chloro
Poly(vinyl chloride)
Hexanoic acid, vinyl ester
Poly(oxyethylene), dodecyl ether
Methacrylic acid, butyl ester
Poly(methyl methacrylate)
-, dodecyl ester
Poly (methyl methacrylate)
-, ethyl ester
Poly(isoprene), chlorinated
Poly (vinyl chloride)
Methyl methacrylate
Poly(ethylene)
Poly(isoprene), chlorinated
Poly(methyl methacrylate)

T(0C)

50
60
60

60

Poly(vinyl chloride)
Poly(vinyl urethane)
Rubber, natural
2-Pyrrolidinone, 1-vinyl-dextran
Dextran

376
135
25
25
25
25
23

C,
C,
C,
C,
C,
C,
C,
C,
C,
C,

50

60

780

60

7700

M6

120

60

12800

M6

120

C, F2
C, F28

308
308

70
70

18.3
21.0

50
80
40

0.6
23.4
1.5
360
0.22
1.5
1.5
360
360
1000
0.1
1.5
2.1
360
2.48
0.22
1000
0.04
1.0
0.42
0.75
2.20
2.95
2.0
2.8
11
10.0
17
10.9
11.0

80
90

Poly(vinyl acetate)

F14
L
N
M2
M3
M

Refs.

11
108.40
150.70
194.81
214.46
337.31
256.85
195.81
199.89
155.78
348.46

60

Poly(styrene)

4.7
3.5
0.2
240
900
1270
400

Remarks

50
174.8
201.6
215.0
231.2
230.3
229.2
230.3
230.4
230.5
256.0

50

Poly(propylene)

C P (xlO 4 )

50
130
50
60
80
60
80
70
50
50
50

5
5.87

W20, F32
W20, F32
W20, F32
W20, F32
W22, F32
W21, F32
W20, F32
W19, F32
W18, F32
W20, F32

142
540
540
540
540
540
540
540
540
540
540
211
278

C, F17
N
M
N
N
M
M
N
M
N
M
N
M
C

C, F28
C, F8
C

209
307
326
326
147
326
327
326
327
147
105
326
262
326
262
147
147
292
209
292
148
262
262
263
263
250
308
157
258
258
333
203

TABLE 2. cont'd
Polymer
Styrene
Poly(oxyadipoyloxy-2,2-dibromomethyl trimethylene)
Poly(oxyethylene)
- , dodecyl ether
Poly(oxythexamethyleneoxy sebacoyl)
Poly(methyl methacrylate)

T( 0 C)

60
70
70
60
80
50

60

Poly(propylene)

Poly(styrene)

80
100
60
66
130
50

55
60

73.5
85
90
100
110

Poly(vinyl acetate)
Poly(vinyl chloride)
Poly(2-vinylpyridine)
Vinyl acetate
Poly(oxyethylene)
- , dodecyl ether
Poly (methyl methacrylate)
Poly(styrene)
Poly(vinyl acetate)

130
154
100
130
50
60
60
60
75
40
60
75
-15
0
11
21
31
40
50

C P (xlO 4 )
4.05
19
14
20
13
0.4
<0.3
1110
1140
16.4
17.5
5.7 x 104
32 x 104
3.74
6.04
0.025
26
0.3
0.30
1.9
4.5
14.0
16.6
15
0.8
1.9
3.1
15.4
15.8
16.6
1.0
1.4
5.8
2.0
9.2
10.8
1.8
1.5
6.6
9.2
160
8-10
17
40
10
40
750
21
26
12
15
19
0.36
0.5
1.7
2
4
16
11.2
30.9
32.0
0.06

Remarks

L
MlO
MlO
C, N
N
M
N
M
Ml
Ml
M7
M6
C

Ml
Ml
C
C
N

N
M
M8
M9

O
O
O

W15

Refs.

325
562
562
278
394
327
326
326
327
64
64
120
120
262
262
292
486
292
207
144,148
327
327
176
177
105
73
105
64
64
176
8
8
327
276
177
176
43
43
263
263
250
279
277
277
277
277
271
263
263
263
263
263
97
97
350
145
145
145
12
43
263
265

Remarks page 11-157; References page 11-159

TABLE 2. cont'd
T( 0 C)

Polymer
Vinyl acetate {cont'd)
Poly (vinyl acetate) (cont 'd)

60

60-70
70
Poly(vinyl acetate-co-vinyl chloride)

TABLE 3.

60

C P (xlO 4 )

Remarks

0.11
0.15
3
10.2
1.2
1.4
1.8
1.9
2.5
3.0
4.0
6.8
8.0
47.0
3.5
2
4
0.21
3.0

W14

P
O
VCL-Part
VOAC-Part

Refs.

265
265
43
12
124
168,169
348
328
329
165
105
12
105
263
350
403
403
166
166

TRANSFER CONSTANTS TO CATALYSTS AND INITIATORS

Catalyst/Initiator
Acrylamide
Bisulfite ion
Hydrogen peroxide
Potassium persulfate
Acrylic acid, benzyl ester
Isobutyronitrile, 2,2'-azobis-

- , ethyl ester
Isobutyronitrile, 2,2'-azobis- , methyl ester
Benzoyl peroxide

2-Butanone, peroxide

T(0C)

tert-Butyl peroxide

Chloroform/CuCl2
Acrylonitrile
Isobutyronitrile, 2,2'-azobis-

Azodiphenylmethane, benzyl-

-, cyclohexyl-

Remarks

0.17
0.0005
0.0258
0.028

55
60
65

0
0
0

291
291
291

65

306

55
60
65
70
65

60
70
65
70
75
120

0.0143
0.0246
0.0375
0.01
0.05
0.05
0.05
0.077
0.113
0.113
0.01
0.0266
0.00047
0.00082
0.00111
600

F13
D
F13, LL
F13, LL

Refs.

75
25
50
60

70
75
tert-Butyl hydroperoxide

Ci

C, FlO
FlO

FlO

Q(5-19), Fl

352
92
560
560

221
221
221
322
221
123
221
221
123
221
221
221
221
221
221
551

50
60

0
0

F16

362
95

50
60
80
50
60
80

0.07
0.07
0.07
0.02
0.04
0.05

R
R
R
R
R
R

536
536
536
536
536
536

TABLE 3. cont'd
Catalyst/Initiator
Azodiphenylmethane (cont'd)
- , 1-phenylethyl-

- , 2-propyl-

Benzoic acid, vinyl ester


Benzoyl peroxide
Isobutyronitrile, 2,2'-azobis3-Buten-2-one, 3-methylBenzoyl peroxide
Ethylene
Azoethane, 1,1 '-dimethylEthylene, chloroValeronitrile, 2,2'-azobis[2,4,4-trimethylMaleic anhydride
Benzoyl peroxide
Methacrylonitrile
Isobutyronitrile, 2,2'-azobisMethyl methacrylate
Acetophenone, 2-diazo-2-phenyl/7-Anisoyl peroxide
Benzoyl peroxide

2-Butanone peroxide

T (0C)

Remarks

0.1
0.1
0.1
0.02
0.04
0.05

80
80

0.0527
0

26
26

80

0.0509

84

83

0.5
0.51

25

0.85

425

75

2.63

175

60

125

70
60
50
60

0.0
0.037
0.01
0
0.02
0.0025
0.00698

459
316
145
34
145
123
123

65

75

80
tert-Buty\ hydroperoxide
terf-Butyl peroxide
Butyronitrile, 2-ethyl-,2,2'-azobis- , 2-methyl-, 2,2'-azobis- , 2,3,3-trimethyl-, 2,2'-azobisCinnamoyl peroxide
Cobalt, [bis-[ja-[(2,3-butane-dionedioximato)(2-)-O,O;]]
tetrafluorodiborato(2-)-A^',vV",;V'']-

60
20
60
60
60
60

Cyclohexanecarbonitrile, l,l'-azodiCyclopropanecarboxylic acid, 1-methyl2-(9/-anthryl)-, methyl ester


Hydrogen peroxide
Hydroperoxide, a,oc-dimethylbenzyl
Isobutyronitrile, 2,2'-azobis-

60

Methane, diazodiphenylPalmitoyl peroxide

70
60
60
50
60
70
60

Peroxide, bis(ra-chlorobenzoyl)
- , bis(o-chlorobenzoyl)

60
60

60
60

0.0033
0.0033
0.0040
0.0092
0.00553
0.00667
0.0071
0.0089
0.0111
0.0128
1.27 x [cat]
< 0.0001
0
0
0
0.009
36000
2500
0
0.002
0.046
0.33
0
0
0.0
0
0.16
0.003
0.019
0.35
0.8
0.009
0.012

R
R
R
R
R
R

Refs.

50
60
80
50
60
80

70

- , bis(p-chlorobenzoyl)
- , bis(m-nitrobenzoyl)

C1

D, W
D, W

12
F2

F17
FlO
FIl
FIl
F2
FlO
F17

C, D

536
536
536
536
536
536

204
205

123
123
123
123
123
123
123
123
123
123
34
35
317
317

317
316
563
F17
317
440
FIl
F2
FlO

111

FlO
110

563

290
34
327
34,290,317
267
316
145
316
316
290
145
316
316

Remarks page 11-157; References page 11-159

TABLE 3.

cont'd

Catalyst/Initiator
Methyl methacrylate (cont'd)
- , bis(p-nitrobenzoyl)
- , bis(m-phenylazobenzoyl)
2-Tetrazene, 1,1,4,4-tetramethyl0-Toluoyl peroxide
Valeronitrile, 2-methyl, 2,2'-azobisStyrene
Acetyl peroxide
p-Anisoyl peroxide
Benzoyl peroxide

J(0C)

Ci

60
50
30
60

0.144
0.00001
0.038
0.046
0.06
0

60
70
70
22
50
60
70

80
Cobalt, [Bis-[^-[(2,3-butane-dionedioximato)(2-)-O,O/]]
tetrafluorodiborato(2-)-N,iV/,A^//,N//]Di-3-phenylazo benzoyl peroxide
2-Butanone, peroxide

50
70
90
50
70
75

tert-Butyl hydroperoxide

Butyl peroxide
sec-Butyl peroxide
tert-Buty\ peroxide

60
70

80
60
80
60
80
60

70
80
Butyryl peroxide
Cinnamoyl peroxide
Crotonyl peroxide
Cyclohexanone peroxide
Ethyl peroxide
Formamide, 2-cyano-2-propylazoFuroyl peroxide
Hexanoyl peroxide
Hydroperoxide, a,a-dimethylbenzyl

70
70
70
60
60
80
100
70
70
40

0
0.074
0.1
0.13
0.048
0.055
0.101
0
0.075
0.12
0.18
0.13
0.813
1500
6.7
5.5
4.8
0.46
0.0667
0.1250
0.1670
0.1250
0.1670
0.2000
0.243
0.035
0.051
0.060
0.063
0.064
0.066
0.003
0.00076
0.00092
0.0029
0.0004
0.0021
0.00023
0.0003
0.0006
0.00086
0.0013
0.039
0.0022
0.0033
0.018
1.10
0.146
0.062
0.00066
0.0024
0.17
0.23
0.166
0.052

Remarks

C
D
111

F17
R
R
R
H
F2
FlO
FIl
F2
FlO
FIl
H
F6
F2, F5
F9
F2
F9
F2
F2
F9
F2, F12
F2
F2

F2
F2

Refs.

316
282
483
316
145
317
87,217
87
65
58
171
240
234
217
87
67
58,65
58,65
530
563
527
527
527
388
123
123
123
123
123
123
123
171
388
399
400
400
400
385
302
302
302
301
301
303
303
303
300
304
400
303
385
87
87
87
33
301
301
47
87
87
388

TABLE 3. cont'd
T( 0 C)

Catalyst/Initiator
Styrene (cont'd)
Hydroperoxide, a,a-dimethylbenzyl (cont'd)

-, a,a-dimethylbenzyl,
/?-isopropylIsobutyronitrile,2,2'-azobis-

50
60
70
70
50
60

Isopropyl peroxide
Lauroyl peroxide

60
80
70

p-Menth-8-yl hydroperoxide
Myristoyl peroxide

84
50
70

2-Naphthoyl peroxide
Nickel peroxide
Octanoyl peroxide

70
60
70

Oleoyl peroxide
Palmitoyl peroxide
Peroxide, bis(p-acetoxybenzoyl)
-, bis(ra-bromobenzoyl)
-, bis(o-[bromobenzoyl)

70
70
70
70
50
70
70
70
70
22
70
70
70
60
70
50
70
70
70
50
70
70
70
70
70
90
70
50
70
70
70
80
90
80
90
80
90
80
90
70

-, bis(/?-bromobenzoyl)
- , bis(p-ter-butylbenzoyl)
-, bis(m-chlorobenzoyl)
Peroxide, bis(o-chlorobenzoyl)
- , bis(p-chlorobenzoyl)
- , bis(/7-cyanobenzoyl)
- , bis(2,4-dichlorobenzoyl)
-,
-,
-,
-,
-,
-,
-,
-,
-,
-,

bis(oc,a-dimethylbenzyl)
bis(m-fluorobenzoyl)
bisO-fluorobenzoyl)
bis(p-fluorobenzoyl)
bis(hydroxyheptyl)
bis(m-iodobenzoyl)
bis(/?-methoxycarbonyloxy-benzoyl)
bis(m-nitrobenzoyl)
bis(/?-nitrobenzoyl)
bis(m-phenylazobenzoyl)

- , bis(5-phenyl-2,4-pentadienoyl)
- , bis(2-thiophenecarbonyl)
-,
-,
-, butylidenebis[rm-butyl

tert-butoxymaleoyl
tert-butoxyphthaloyl

-, sec-butylidenebis[terf-butyl
-, isobutylidenebis[terr-butyl
- , isopropylidenebis[tert-butyl
Pinanyl hydroperoxide

Ci
0.069
0.063
0.082
0.10
0.033
0
0
0
0
0.012
0.16
0.0003
0.0015
0
0.024
0
0.048
0
0.116
0.178
0.00265
0
0.098
0.154
0.142
0.187
0.465
1.0
2.17
0.193
0
0.346
2.0
1.91
0.216
0.804
2.9
2.6
0.01
0.246
0.40
0.219
< 0.005
0.262
0.208
6.2
7.4
5.5
4.8
5.24
0.23
0.38
1.52
0.018
0.00077
0.00140
0.00072
0.00115
0.00083
0.00155
0.00040
0.00105
0.026

Remarks
H
H
H
F2
H

F2
F2

C, F2

C
C

C
C
C
C
C
C
C
C
H

Refs.
388
171
388
399
388
327
388
171
318
468
447
301
301
217
87
217
388
217
87
87
266
217
87
87
87
87
87
58,65
87
87
87
87
65
87
217
87
217
217
388
87
87
87
388
87
87
87
87
281
281
87
65
65
87
87
411
411
411
411
411
411
411
411
388

Remarks page II-157; References page II-159

TABLE 3. cont'd
Catalyst/Initiator
Styrene (cont'd)
Pivalonitrile
Propylene, oxidized
Propyl peroxide
Sorboyl peroxide
Stearoyl peroxide
Succinonitrile, tetramethyl2-Tetrazene, 1,1,4,4-tetramethylo-Toluoyl peroxide
/7-Toluoyl peroxide
9-Undecenoyl peroxide
Valeronitrile, 2,2/-azobis[2,44-trimethylVinyl acetate
Benzoyl peroxide

T( 0 C)

60
60
70
60
70
70
60
30
70
50
70
70
25
60

Lauroyl peroxide
Palmitoyl peroxide

65
50
60
60
60

Peroxide, bis(m-bromobenzoyl)

60

- , bis(o-bromobenzoyl)

60

- , bis(/?-bromobenzoyl)
- , bis(o-chlorobenzoyl)

60
60

Isobutyronitrile, 2,2/-azobis-

Ci

0.000038
1.01
1.14
0.00084
1.19
0.154
0.000037
0.038
0.175
0.17
0.003
0.19
0.065
0.59
0.032
0.09
0.15
0.040
0.025
0.055
0.10
0.10
0.17
0.24
0.6
0.25
3.5
0.17
0.17

Remarks

13
13
13
13

Refs.

468
396
396
305
87
87
468
483
87
65
87
65
87
426
465
231
80
466
466
466
80
80
145
80
145
80
145
80
145

TABLE 4. TRANSFER CONSTANTS TO SOLVENTS AND ADDITIVES


Solvent/Additive
Acetic acid, allyl ester
Benzene
/7-Benzoquinone
-, 2,3,5,6-tetrachloro- , 2,3,5,6-tetramethyl- , 2,3,5-trichloroCarbon tetrachloride
Phosphorus trichloride
Acrylamide
Acetonitrile
tris(2-Carbamoylethyl)amine
Iron(III) chloride
Isopropyl alcohol
Methanol
Propionamide

Water
Acrylic acid, butyl ester
Aniline, MN-dimethylEthanol
Methanol
Propanol
Iso-propanol

J( 0 C)

C s (xlO 4 )

Remarks

80
80
80
80
80
100
40

21.0
5.2 x 105
16 x 105
4.14 x l O 4
5.5 x 105
2.0 x 104
1.0 x 104

J
J
J
J
C
C, D

25
50
80
30
25
60

5.5
85
4.26 x 104
19
7.2
0.13
220
64

25
40
50
80
80
80
80

0.204
5.8
380
4.28
0.47
3.78
14.12

F13
Fl 3

Refs.

273
27
27
27
27
210
214

F13
F13, S
C, F13
E
E

564
564
75
353
353
130
103
103

C, F13
F13

437
444

A, R
F31, A, R
A, R
A, R

161
548
548
548
548

TABLE 4. cont'd
Solvent/Additive
Acrylic acid, ethyl ester
Acetic acid
Acetone

Acetonitrile

Aniline, A^-dimethylBenzene

-, bromo- , chloro- , ethyl-

2-Butanone

Butyl alcohol

sec-Butyl alcohol

terf-Butyl alcohol

Butyric acid
Carbon tetrachloride

Chloroform

Cumene

Cyclohexane

T( 0 C)

50
80
100
40
60
80
100
50
60
80
100
50
50
60
80
100
60
80
100
40
80
100
40
60
80
100
50
60
80
90
40
60
80
100
45
63
80
100
40
60
80
100
80
40
60
70
80
100
40
60
70
80
100
50
60
80
90
50
60

C 8 (xlO 4 )

0.176
0.537
1.05
0.207
0.27
1.10
2.30
0.158
0.245
0.55
1.43
2300
0.016
0.22
0.27
0.45
0.525
2.2
0.163
0.685
3.34
0.054
0.37
1.68
0.668
11.6
16.80
28.7
1.44
0.151
1.92
3.29
4.45
1.28
2.91
5.85
12.6
10.6
18.5
22.20
31.5
0.068
0.17
0.712
1.64
0.855
0.332
0.90
3.2
1.13
1.55
2.80
0.195
0.89
1.57
1.49
4.74
11.7
13.8
22.2
26.0
28.9
0.48
0.61

Remarks

A
A
C
A
A
A
A
F16
C
C
A
A
A
A
A
A
A
A
C
A
A
A
A
A
A
A
A
A

C
A
A
C
C
A
A
A
A
C

Refs.

472
471
472
472
134
471
472
472
472
471
472
228
472
472
133
134
471
472
472
471
472
472
471
472
472
472
471
472
472
134
472
471
472
472
472
471
472
472
472
471
472
472
472
471
472
471
472
472
416
134
471
472
472
134
134
471
472
472
472
471
472
472
472
134

Remarks page II-157; References page II-159

TABLE 4. cont'd
Solvent/Additive
Acrylic acid, ethyl ester (cont'd)
cyclohexane (cont'd)
Dimethylformamide
Ethanol
Ethyl acetate

T( 0 C)

C s (xlO 4 )

Remarks

80
100
50
80
50
60

1.22
3.08
0.1
4.38
0.298
0.448
0.69
0.89
1.82
0.046
0.524
0.593
0.97
1.46
2.1
3.31
4.65
8.06
21
28.70
0.32
1.70
0.36

A
A
F7
A, R

80
100
80
50
60
80
100
45
63
80
100

Formic acid
Heaxane

Isobutyl alcohol

Isopropyl alcohol
80
60

Methanol

80

Propanol
Toluene

80
40
50
60
70
80
100

- , 2-ethylhexylester
Toluene
- , methyl ester
Acetone

70
80

28.70
2.13

60
80

0.23
0.622
1.1
<2.5
480
<1.0
60
42.1
26.7
72.7
1000
0.326
0.45
0.52
0.986
0.71
309
6.056
46.4
2040
107
<1.0
600
1890
1000
3.92
400
1200
33.1
1600

Acetophenone
Aluminum, triethyl
Aniline
-,MTV-dimethyl- , m-nitro-,p-nitroAnisole, m-nitroAnthracene
Benzene

50
60
50
50
50
50
50
50
80

- , chloro-

80

- , 0-dichloro-,
-,ethyl- , nitro- , 1,3,5-trinitroBenzoic acid, /?-nitroBenzonitrile
Copper(II) chloride
Phosphine, tributylPhosphorus trichloride
Propanol
Silane, dimethyphenyl- , methyldichloro- , tetraethyl- , trichloro-

ra-dinitro-

4.73
0.88
0.611
0.929
1.37
1.84
2.60
6.80

80
50
80
50
50
50
50
120
60
40
80
60
60
60
60

C
A
A
A

A
A

A
A
C
A, R
C
4
A, R

A,R

Refs.

471
472
510
548
472
472
134
471
472
471
472
472
471
472
472
472
471
472
445
548
134
472
548

C, F17, R
C, F17, R
C, F17, R
C
A
A

548
472
512
512
512
134
471
471

C, F17, R
C, F17, R

512
512

470
332
111
15
156
15
228
15
15
15
15
332
111
111
332
111
15
332
15
15
15
15
565
156
214
548
539
539
156
539

C
F2, S
F16

C
C
C

F34
F2
C, D
A, R
A, R
A, R
F2
A, R

TABLE 4.

cont'd

Solvent/Additive
Acrylic acid, methyl ester(cont'd)
- , triethyl- , triphenylStearic acid, methyl ester
Toluene
- , m-nitro-,/7-nitroTriethylamine
Tripropylamine
- , tetrahydrofurfuryl ester
Carbon tetrachloride
Acrylonitrile
Acetaldehyde
Acetamide, AW-dimethylAcetic acid
Acetone
Acetonitrile
Acrolein, bis(2-ethoxyethyl)acetal
- , bis(2-butoxyethyl)acetal
Aluminum, hydrodiisobutyl
-,triethyl
- , triisobutyl
Aniline

- , N,N-diethy\-

T( 0 C)

Remarks

Refs.

A, R
A, R

50
50
60
60

300
800
0.751
2.7
1.775
2.7
41.2
48.6
400
470

539
539
441
21,24
332
111
15
15
24
156

40

1.0

C, F2

60
60
60
60
80

50
50
50
50
60
50
60
60
60
60
60
100
100
40
50
60
40
50
60

Aniline, AW-dimethyl-

40
50

60
Anthracene
Arabinose
Benzene
- , bromo- , tert-butyl- , chloro-,ethyl- , iodoBenzoic acid, vinyl ester
/7-Benzoquinone
Borane, tributyl
2-Butanone
- , 3-methyll-Buten-3-yne
Butyl alcohol
sec-Butyl alcohol
tert-Butyl alcohol

C s (xlO 4 )

50
60
60
60
60
60
60
60
65
50
60
60
60
50
60
60
60

14
47
4.945
5.05
0.81
1.7
1.13
0.7
2.0
120
90.5
3940
590
17.0 x 104
28.0 x 104
32.0
44.0
9600
1.22 xlO 4
215
5.8IxIO 4
359
9.38 x 104
547
14.3 x 104
605
1.19 xlO 4
708
1040
1.5 x 104
1.54 xlO 4
870
964
2.18 xlO 4
1.8 x 104
13.0
2.46
1.36
1.93
0.79
35.73
5.19
1400
1.3 x 104
6470
6.43
21.08
3800
15.42
97.55
0.44

F2

F
F7
F14
F14
F
F14
Fl 5
F7
F7
F7
F7
F7
F7
F2, G
F2, J
F16, G, J
F16, G, J
F2, J
F16, G, J
F2, J
F16, G, J
F2, J
F16, G, J
F2, J
F16, G, J
F2, J
F16, J
F16, G, J
J
F2, J
F16, G, J
F8
G
G, S
G
G, S
G
G, S
F7
G
G
F7
G
G
G

319
436
377
375
197
377
377
95
377
86
499
156
156
156
247
247
229
229
227,229
229
229
229
229
227,229
229
229
229
229
229
161
228
227,229
24
229
229
15
361
95
95
95
95
95
95
136
15
156
95
95
377
95
95
95

Remarks page 11-157; References page 11-159

TABLE 4. cont'd
Solvent/Additive
Acrylonitrile (cont'd)
Butyric acid, 4-hydroxy-y-lactone
Cadmium, dibutyl
Carbonic acid, cyclic ethylene ester

Carbon tetrabromide
Carbon tetrachloride

T( 0 C)
50
60
50

60
50
60

Copper(II) chloride

60
80
60
80
35

Copper(II) sulfate

60
35

Chloroform

Crotonaldehyde
Crotononitrile, transCumene
Cyclohexane
-,methylDimethylamine
m-Dioxane, 5,5-dimethyl-2-vinylm-Dioxane, 5,5-dimethyl-2-vinyl- , 4-methyl-2-vinyl- , 2-vinyl1,3,-Dioxolane, 2-vinyll,3-Dioxolane-4-methanol, 2-vinylDiphenylamine-T
Erythritol
Ethane, 1,2-dichloro- , 1,1,2,2-tetrachloro- , 1,1,1-trichloro- , 1,1,2-trichloroEthanol, 2,2MmInOdI- , 2,2',2"-nitrilotriEther, dodecyl vinyl
Ethyl acetate
Formamide, N,N-dimethyl-

50
50
60
60
60
50
60
60
60
60
60
60
60
60
60
60
60
30
30
50
60
20
25
40
50

60

C s (xlO 4 )
0.658
0.74
5.5 x 104
0.073
0.33
0.39
0.474
0.5
0.511
1.0
0.128
400
500
1900
0.85
1.13
5.64
5.90
1.8 x 105
1.9 xlO 5
3.2 xlO 5
10 x 105
1900
2800
3000
1.07 x 104
1.35 xlO 4
3.93 x 104
13.6 x 104
21.OxIO 4
47
19
41.41
2.06
2.31
175
2.20
4.40
2.71
16.60
2.40
700
12.8
1.47
3.11
1.25
1.68
10.1
76.0
4.95
2.54
1.4
4.97
3.24
1.0
2.70
2.78
2.8
2.83
10
2.412
4.494
5.0

Remarks

F7

F7, J
G
C
G
C
U(0.01)
U(0.1)
U(l.O)
F7
F13, J
J, V(0.0001)
J, U(0.01)
J, V(0.001)
J, U(0.1)
J, V(O.Ol)
J, U(LO)
J, V(0.1)
F7
F7
G
G
G
F7
F7
F7
F7
F7
F7
F7
F8
G
G
G
G
F13
F13
C
G
C, J, F7
D, J
E

F7

F15

Refs.
375
374
156
293
197
374
375
404
458
356
293
493
20
24
96
336
95
336
402
402
402
37
402
402
402
402
402
402
402
402
377
377
95
95
95
377
498
498
498
498
498
61
361
95
95
95
95
476
476
4
95
248
91
458
347
374
197
377
375
356
347
22
86

TABLE 4. cont'd
Solvent/Additive
Acrylonitrile (cont'd)
Formamide, A^N-dimethyl- (cont'd)
-, Af-methylFormic acid
Glucose
ot,D-Glucoside, methyl- , -, 6-deoxy-6-iodo- , - , 6-deoxy-6-mercapto- , - , 6-deoxy-6-phthalimido- , -, 2,3-di-O-benzyl- , -, 2,3,4,6-tetra-O-acetyl- , -, 6,-O-(/?-toluenesulfonyl)- , - , 6-O-triphenylmethylP,D-Glucoside, methyl- , - , 6-deoxy-6-dipropylaminoGlutaronitrile, 2,4-dimethylGlyceraldehyde
Glycerol
2,4,6-Heptanetricarbonitrile
1-Heptanol, 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluorol,5-Hexadien-3-yne
Hydrocyanic acid

T( 0 C)

50
50
60
60
60
60
60
60
60
60
60
60
60
50
60
60
50
60
50
50

Indium, triethyl
Iron(III) chloride
Isobutyl alcohol
Isobutylene
Isobutyronitrile

60
60
60
60
50
60

Lactonitrile
Lead, tetraethyl
Magnesium perchlorate
Mercury, diethyl
Methane, dichloro- , nitroMethanol
Methylamine
2,6-Octadiene, 2,6-dimethylOxime, acrolein
-, crotonaldehyde-, ethylisopropenylketone-, methacrolein-, methylacrolein-, methylvinylketone-, methylisopropenylketone-, methylisobutenylketone1-Pentanol, 2,2,3,3,4,4,5,5-octa-fluoro1-Pentanol, 4-methylPiperidine, 1-ethyl- , 1-methyl1-Propanol, 2,2,3,3-tetrafluoroSilane, tetraethyl
Sorbitol
Stibine, tributyl
Succinonitrile
Sulfur dioxide
Tin, tetrabutyl
Toluene

50
60
50
60
60
60
50
50
60
60
60
60
60
60
60
60
60
60
60
60
60
60
60
60
60
60
50
60
50
60

o-Toluidine, MN-dimethyl-

40
50

C s (xlO 4 )

1.8
0.5
6.9
20
50
1300
60
90
30
10
80
20
1100
0.6
32.1
23.5
1.0
1.9
1.17 x 104
0.81
6.2
2220
3.33 x 104
24.06
70
1.3
1.8
3.5
4.0
1
243
< 0.05
72.2
3.06
6.0
0.5
175
450
6.26 x 105
2.05 x 104
1.03 x 104
9.41 x 104
5.35 x 104
1.2 x 104
1.71 x 104
2.65 x 104
1.9
11.79
3300
2300
1.5
21.0
6.1
11.1 x 104
0.6
0
80.8
1.153
2.632
3.2
5.83
272
334

Remarks

Refs.

F14
F14
F8
F7
F7
F7
F7
F7
F7
F7
F7
F7
F7
F14
F8
F8
F14
F2
F7
F14
F
F7
F7
G

377
377
361
220
220
220
220
220
220
220
220
220
220
376
361
361
376
442
377
377
436
156
19
95
553
376
376
135
86
377
156
376
156
95
86
377
377
6
555
555
555
555
555
555
555
555
442
95
24
24
442
156
361
156
86
362
156
347
347
21
24,95
229
229

F14
16
F15
F14
F7
F7
G
F15
F14
F7

F2
G
J
J
F2
F7
F8
F7
F7
G
G
G
F2, J
F2, J

Remarks page 11-157; References page II-159

TABLE 4. cont'd
Solvent/Additive

T( 0 C)

Acrylonitrile (cont'd)
0-Toluidine, ^//-dimethyl- (confd)
Tributylamine
Triethylamine

Trimethylamine
Tripropylamine
Zinc, diethyl
Zinc chloride
Acrylonitrile/styrene (38.5-61.5 mol%)
Methanol
Anisole, /?-vinylAnisole, /?-isopropylBenzonitrile,/7-isopropylCumene
-,/7-bromo-,/7-tert-butyl-,/?-chloroBenzoic acid, vinyl ester
Benzene
Benzoic acid, isopropyl ester
2-Butanone
Carbon tetrachloride
Chloroform
Cyclohexane
1,3-Butadiene, 2-chloro1-Butene, 3-chloro-3-methyl2-Butene, l-chloro-3-methyl2,6-Octadiene, 2,7-dichloro3-Buten-2-one, 3-methylBenzene
-,ethylCyclohexane, methylToluene
Butyraldehyde, divinyl acetal
Aniline, N,TV-dimethylBenzene
Butyl alcohol
tert-Butyl alcohol
1,3-Dioxolane, 2-propylButyric acid, vinyl ester
Benzene
Carbamic acid, vinyl-, ethyl ester
Acetone
Benzene
Chloroprene
3-Chloro-(methyl-14C)l-butene(4-14C)
3-Cfcloro-2-pentene-(2,4-14C)
/?-Dioxin, 2,3-dihydro-/maleic anhydride
Benzene
Carbon tetrabromide
Carbon tetrachloride
Chloroform
/7-Dioxane
Toluene
m-Xylene

60
60
60

50
60
60
60
50

C s (xlO 4 )

30200
463
6700
1700
1900
3800
5900
6600
175
790
4820
1.05 x l O 4
1.06 x l O 4
0.006

Remarks

Refs.

F16, G, J
F2, J
J
T

227,229
229
24
20
20
22
24
24
377
24
156
24
156
410

F7, J
J
F7
J
F7
J
F7
F13

65

1.4

116

60
60
60
60
60
60

3.40
40.9
4.28
11.8
3.64
8.52

407
407
407
407
407
407

60
80
60
80
80
80
80

1.5
0.4
1.0
29.0
730
105
2.3

393
26
393
26
26
26
26

50
50
50

5.47
4.57
5.24

Fl
F2
F2

80
80
80
80

2.489
6.934
0.500
3.282

C
C
C
C

50
50
50
50
50

1060
27.7
3500
37.2
708

152
152
152
84
84
84
84
430
430
430
430
430

80

3.28

201

60
60

8.5
1.25

117
117

50
50

5.37
3.94

60
60
60
60
60
60
60

11500
100 x 105
1.7 x 105
3.6 x 104
1.07 x 104
6.OxIO 4
9.9 x 104

F2
F2

509
509

R
R
R
R
R
R
R

169
169
169
169
169
169
169

TABLE 4. cont'd
Solvent/Additive
Ethylene
Acetamide, AW-diethyl- , AW-diisopropyl- , Ar,A7-dimethyl- , N-ethyl-,TV-methylAcetic acid, butyl ester
- , tert-buty\ ester
- , methyl ester
Acetic acid, chloro- , - , methyl ester

T( 0 C)

C s (xlO 4 )

Remarks

130
130
130
130
130
130
130
130

125
57
182
115
61
89
40
40

C, W5
C, W5
C, W5
C, W5
C, W5
C, W5
C, W5
C, W5

454
454
454
454
454
454
454
454

90

130

610
1210
2170
2150
2580
630
1160
1880
1990
2090
1120

C, Ql
C, Q2
C, Q3
C, Q4
C, Q5
CQl
C, Q2
C, Q3
C, Q4
C, Q5
C, W5

434
434
434
434
434
434
434
434
434
434
454

130

6700

C, W5

454

55

1800
7900
11100
13000
1900
6900
9400
10500
2000
5900
8100
11100

C, Ql
C, Q2
C, Q3
C
CQl
C, Q2
C, Q3
C
C, Ql
C, Q2
C Q3
C

435
435
435
435
435
435
435
435
435
435
435
435

700
16100
27500
38000
65700
1000
17000
27700
39000
65200
1200
15400
23600
33000
54100
130
160
165
168
282
100
1970
0.629
20
21
9.4
18

C, Ql
C, Q2
C, Q3
C, Q4
C
CQl
C, Q2
C, Q3
C, Q4
C
CQl
C, Q2
C, Q3
C Q4
C
C, W5
C, W17
C, F21, W5
C, W5
C,W5
C, F21, W5
C, W5
E, W
D
D, W
C,W5
W3

484
484
484
484
484
484
484
484
484
484
484
484
484
484
484
454
456
259
456
455
159
457
143
204
205
260
218

120

Acetic acid, cyano- , - , methyl ester


Acetic acid, dichloro- , -, methyl ester

90

120

Acetic acid, trichloro- , - , methyl ester

55

90

120

Acetic anhydride
Acetone

130
130

Acetonitrile
Benzaldehyde
Benzene

200
130
130
20
83
130
50-70

Refs.

Remarks page 11-157; References page 11-159

TABLE 4. cont'd
Solvent/Additive

T( 0 C)

Ethylene (cont'd)
-,ethyl-

130

Benzene-D6
Benzoic acid, butyl ester
-,ethyl ester
- , methyl ester
Butane

200
130
130
130
130
130

- , 1-iodo-

100

2-Butanone

130

- , 3-methyl1-Butene

200
130
130

- , 2-methyl-

189
200
130

-,3-methyl2-Butene

130
130

- , 1,4-dichloro-,2-methyl
tert-Buty\ alcohol

130
130
30
130
130
130
130
130
20
50
70

Butylamine
Butyraldehyde
Butyric acid, methyl ester
Butyronitrile
Carbon tetrachloride

90

95

130

140

C s (xlO 4 )

Remarks

Refs.

430
480
520
560
500
5.6
140
55
53
40
45
9.45 x 104
11.3 xlO 4
12.6 x 104
550
600
750
840
330
470
560
900
570
210
530
1200
250
380
4100
470
0
2
220
3250
220
520
215
772
974
7000
32000
740
1210
20200
32500
34000
1250 200
22000 1000
43000 4000
1130 700
2000 1000
37000 3000
9800

C, W17
C, W5
C, W5
C, W5
C, W5
C, W5
C, W5
C, W5
C, W5
C, F21, W5
C, W17
Ql, W14
Q2, W14
Q3, W14
C, W17
C, F21, W5
C, W5
C, F21, W5
C, W5
C, W5
C, F21, W5
B, W5
C, W5
C, F21, W5
C, F21, W5
C, F21, W5
C, F21, W5
C, W5
C, W5
C, F21, W5
E, W4
C, F21,W5
C-W5
C, W5
C, W5
C, F21, W5
E, W
CQl,
C, Ql
C, W4
C
Ql, W12
CQl
Q2, W12
Q3, W12
W12
W23, Q(I)
W23, Q(2)
W23, Q(3)
W20, Q(I)
W20, Q(2)
W20, Q(3)
C,F21,W5

456
52
454
52
455
260
454
454
454
259
456
187
187
187
456
259
455
259
52
52
259
443
455
259
259
259
259
454
454
259
482
259
454
457
454
259
143
391
391
215
210
453
391
453
453
453
518
518
518
518
518
518
259

1600
1700
1800
2200
22000
23000
30000
36000
38000
39000
60000

CQl
C, Ql, F19
C, Ql, W13
C, Ql, F20
C, Q2
C, Q2, F19
C, Ql, Wl
C Q3
C Q2, F20
C Q3, F19
C,Q2, W13

170
170
170
170
170
170
170
170
170
170
170

TABLE 4. cont'd
Solvent/Additive
Ethylene (cont'd)
Carbon tetrachloride (cont'd)

Chloroacetic acid, methyl ester


Chloroform

Cumene
Cyclohexane

-,methylCyclopentane
Cyclopropane
Decane
1-Decene
Dibutylamine
Dichloroacetic acid, methyl ester
Dimethylamine
p-Dioxane
Ethane
- , U-bis(dimethylamino)- , l-bromo-2-chloro- , chloro- , 1,2-dibromo- , 1,1-dichloro-

T( 0 C)

C s (xlO 4 )

60000
61000
70000
90000
100000
110000
130000
140000
180000
90 590, 550, 1200
1680, 2240, 2340
28
2100
13000
15000
70
8000
30000
80
2470
15500
24900
31200
43900
95
2000120
10000 500
16000 3000
115050
5000 300
8000 1000
101
1500
4500
5400
103
2890
15400
23800
29800
41100
130
2900
140
3210
15200
22200
28000
37600
130
500
130
80
90
91
200
190
130
110
130
109
127
200
22&
130
0
130
120
189
425
189
1090
130
1070
901900, 6900, 9400
130
1900
130
320
130
6
130
1070
130
390
70
120
130
1250
70
1500

Remarks
C, Q3
C, Q3, F20
C, Q4, F20
C, Q4, F20
C, Q2, Wl
C, Q3, Wl
C, Q3, W13
C, Q4, Wl
C
C, Q(I), Q(2), Q(3)
C, Q(4), Q(5), Q(6)
E, Ql, W
E, Q2, W
E, Q3, W
C, W4
C
C, Ql, W12
C, Q2, W12
C, Q3, W12
C, Q4, W12
C, W12
W23, Q(I)
W23, Q(2)
W23, Q(3)
W20, Q(I)
W20, Q(3)
W20, Q(3)
E, Ql, W
E, Q3, W
E, Q2, W
C, Q1,W12
C, Q2, W12
C, Q3, W12
C, Q4, W12
C, W12
C, F21,W5
C, Ql, W12
C, Q2, W12
C, Q3, W12
C, Q4, W12
C, W12
C, F21, W5
C, F21, W5
C, W17
C, F21, W5
C, W5
C, F21, W5
C, W17
C, F21, W5
C, W5
C, F21, W5
C, F21, W5
B, W5
B, W5
C, W5
C, Q(I), Q(2), Q(3)
C, F21, W5
C, F21, W5
C, F21, W5
C, W5
C, W5
C, W4
C, W5
C, W4

Refs.
170
170
170
170
170
170
170
170
170
557
557
244
244
244
215
210
101
101
101
101
101
518
518
518
518
518
518
224
244
244
101
101
101
101
101
259
101
101
101
101
101
259
259
456
259
455
259
456
259
455
259
259
443
443
454
558
259
259
259
457
454
215
454
215

Remarks page 11-157; References page 11-159

TABLE 4. cont'd
Solvent/Additive

T( 0 C)

Ethylene (cont'd)
Ethane, 1,2-dichloro- , iodo-

130
65
100

- , 1,1,1-trichloroEthanol

Ethyl acetate
Ethylene oxide
Formaldehyde
Fomamide, W,TV-dimethylFormic acid, methyl ester
Furan, tetrahydroHeptaldehyde
Heptane
Hexane
1-Hexene
- , 2-ethylHydrogen
Isobutyronitrile
Isocyanic acid, butyl ester
Isopropanol

Isothiocyanic acid, butyl ester


Methane
- , bromochloro-

70
20
30
60
100
125
130
125-135
150
180
200
130
200
130
130
130
130
130
200
130
200
50-70
130
130
189
189
130
130
200
130
130
30
60
100
125
130
125-135
150
180
200
130
130
100

130
140

C s (xlO 4 )

110
1.51 x 105
1.59 x l O 5
1.65 x 105
1.1 x 105
1.36 x l O 5
1.43 x l O 5
1.48 x l O 5
1.49 x 105
500
5.71
110,210, 270
76,240, 280
89,270, 340
100,310, 320
68
69
75
190
92,260
73,350
135
45
121
7
560
260
42
288
289
401
2600
3900
4800
90
80
68
225
900
3300
159
160
400
1070
212
96,410, 520
65,310, 380
65,300, 350
75,380, 380
130
140
144
570
98,470, 460
86,440, 500
234
0
0
1600
4500
7500
8000
10000
16.OxIO 5

Remarks

C, F21, W5
Ql
Q2
Q3
Ql
Q1,W14
Q2, W14
Q3, W14
Q3
C, W4
E, W
E, Q(I), Q(3), Q(5)
E, Q(I), Q(3), Q(5)
E, Q(I), Q(3), Q(5)
E, Q(I), Q(3), Q(5)
C, W17
C, F21, W5
C, W5
C, W2
E, Q(I), Q(3)
E, Q(I), Q(3)
C, W5
C, W5
C, W17
C, F21, W5
C, W5
C, F21, W5
C, W5
C, W5
C, F21, W5
C, W5
C, W17
C, W5
C, W5
W3
C, F21,W5
C, F21, W5
B, W5
B, W5
C, F21, W5
C, W5
C, F21, W5
C, W5
C, F21, W5
C, W5
E, Q(I), Q(3), Q(5)
E, Q(I), Q(3), Q(5)
E, Q(I), Q(3), Q(5)
E, Q(I), Q(3), Q(5)
C, W17
C, F21, W5
C, W5
C, Wl
E, Q(I), Q(3), Q(5)
E, Q(I), Q(3), Q(5)
C, W5
C, W5
C, W5
C, Ql, WIl
C, Q2, WIl
C, Q3, WIl
C, Q4, WIl
C, W5
Ql, WIl, II

Refs.

259
189
189
189
452
188
188
188
452
215
143
523
523
523
523
456
259
454
381
523
523
455
454
455
259
457
259
454
454
259
455
457
457
457
218
259
259
443
443
259
454
259
455
259
454
523
523
523
523
456
259
454
381
523
523
455
454
259
2
2
2
2
454
1

TABLE 4. cont'd
Solvent/additive
Ethylene (cont'd)
Methane, bromochloro- (cont'd)
- , chloro- , dichloro- , dimethoxy- , iodo-

T( 0 C)

70
70
130
130
65
100

Methanol

Methylamine
1-Octene

30
60
100
125
130
150
180
130
130

Pentane, 2,2,4-trimethylPentene
- , 4,4-dimethyl- , 4-methylPhosphine
- , dibutyl
- , tributyl
- , triphenyl
Phosphorous acid, dimethyl ester
Propane

130
189
130
130
130
130
130
130
130
130

- , 2-chloroPropane, 2-chloro-2-methyl-, 2,2-dimethyl- , 2-iodo-

200
70
70
130
65
100

- , 2-methyl-

130

- , 1,1,1,2,2,3,3,3-octafluoro1-Propene

200
130
130

Propionaldehyde

200
130

Propionic acid, methyl ester

200
90

120

C 8 (xlO 4 )
47.0 x 105
4
700
360
73
41000
45000
45000
41000
45000
45000
36, 84, 100
46, 100, 140
34, 90, 120
56, 100, 140
21
53, 120, 160
37, 120, 160
53
360
360
64
900
175
310
207000
36000
4500
50
5100
27
27.6
31
65.2
250
40
8
5.7 x 105
5.9 x 105
6.07 xlO 5
4.55 x 105
4.70 x 105
4.83 x 105
50
72
136
4
110
122
150
200
2300
3300
2830
63000
92000

1.08 xlO 5
630, 420, 780
890, 1030, 1230
78000
1.12 xlO 5
1.39 xlO 5
780, 430, 1060
1220, 1300, 1410

Remarks

Refs.

Q2, WIl, II
C, W4
C, W4
C, F21,W5
C, W5
Ql
Q2
Q3
Ql
Q2
Q3
E, Q(I), Q(2), Q(3)
E, Q(I), Q(2), Q(3)
E, Q(I), Q(2), Q(3)
E, Q(I), Q(2), Q(3)
C, F21, W5
E, Q(I), Q(2), Q(3)
E, Q(I), Q(2), Q(3)
C, W5
C, W5
C, F21, W5
C, F21, W5
B, W5
C, W5
C, W5
C, W5
C, W5
C, W5
C, W5
C, F21, W5
C, F21, W5
C, W17
C, F21, W5
C, W5
C, W4
C, W4
C, F21, W5
Ql
Q2
Q3
Ql
Q2
Q3
C, F21, W5
C, W5
C, W5
C, F21, W5
C, W5
C, W5
C, W5
C, W5
C, W17
C, W5
C, W5
C, Ql
C, Q3

1
215
215
259
454
189
189
189
189
189
189
523
523
523
523
259
523
523
454
52
259
259
443
454
454
457
454
454
454
259
259
456
259
455
215
215
259
189
189
189
189
189
189
259
454
455
259
52
454
52
455
457
457
457
485
485

C, Q5
C, Q(I), Q(2), Q(3)
C, Q(4), Q(5), Q(6)
CQl

485
516
516
485

C, Q3
C, Q5
C, Q(I), Q(2), Q(3)
C, Q(4), Q(5), Q(6)

485
485
516
516

Remarks page II-157; References page II-159

TABLE 4. cont'd
Solvent/Additive

T( 0 C)

Ethylene (cont'd)
-, 3-cyano-, methyl ester
Silane, tetramethyl
Tetradecane
1-Tetradecene
Toluene

130
130
189
189
130

Tributylamine
Trichloroacetic acid, methyl ester
Tridecane
Trimethylamine

200
130
90
130
130

Water
/?-Xylene

20
130
200

Ethylene, bromoCarbon tetrachloride


Ethylene, chloroAcetaldehyde
Aniline, A^-dimethylBenzene
Butyraldehyde

Carbon tetrabromide

60
50
50
35
50

50
60

Cyclohexane, 1,2-epoxy-4- vinylEthane, 1,2-dichloroEther, dodecyl vinyl


Furan, tetrahydroHeptane, 2,4,6-trichloroOxalic acid, diethyl ester
Pentane, 2,4-dichloroEthylene, 1,1 -dichloroPhosphorus trichloride
Ethylene, tetrafluoroEthanol

25
50
50
25
40
50
50
25
25
50

790
0
580
1760
130
154
180
220
820
1000, 1700, 2770
140
180
330
1.71
300
317
400
434

110
2700
1500
350
420
500
580
4.7 x 104
50.0 x 104
3300
1.85 xlO 4
7.45 x 104
12.15 xlO 4
264
4.0
4.5
156
16
30
24
5
1.4
9.0
5
14

100

800
820
860
880
1540
1660
1700
350
390

100

Methanol

100
80
140
125-135
30-35

Remarks

C, W5
C, F21, W5
B, W5
B, W5
C, W5
C, W5
C, W17
C, W5
C, W5
C, Q(I), Q(2), Q(3)
C, F21, W5
C, F21, W5
C, W5
E, W
C, F21, W5
C, W5
C, W17
C, W5

50

60

Isopropanol

Hexanoic acid, vinyl ester


Benzene
1-Hexene
Carbon tetrachloride
Cyclohexanol
Ethyl alcohol

C s (xlO 4 )

454
259
443
443
52
454
456
455
454
559
259
259
454
143
259
454
456
455
417

W8
W7
W15
F26
Ql
Q2
Q3
Q4
C, F26

G
D
C, Q5, W2
C, Q6, W2
C, Q4, W2
C, Q3, W2
C, Q3, W2
C, Q4, W2
C, Q5, W2
C, Q3, W2
C, Q4, W2

4.9
4.1 x 104
390
170

Refs.

164
161
219
500
500
500
500
492
66
418
418
418
418
428
425
392
4
425
246
164
211
315
315
211
214
3
3
3
3
3
3
3
3
3
201

C, Ql, F19
C
D

170
381
381

TABLE 4. cont'd
Solvent/Additive

T( 0 C)

Isobutene
Carbon tetrachloride

100

Isobutyric acid, vinyl ester


Benzene
Maleic acid, diethyl ester
Stearamide, iV-allylMaleic anhydride/methyl methacrylate
Acetone
Maleic anhydride/styrene
Aniline, A^-dimethylCarbon tetrachloride
Methacrylic acid
Bromotrichloromethane
- , butyl ester
Benzene
-, 2-(diethylamino)ethyl ester/styrene
Carbon tetrachloride
Toluene
-, ethyl ester
Acetic acid
Acetone
Acetophenone
Benzene
-, chloro- , ethyl2-Butanone
Butyl alcohol
sec-Butyl alcohol
tert-Butyl alcohol
Carbon tetrachloride

80

Remarks

E, Q(I)
E, Q(2)

4.49
22.4

60

Refs.

537
201

173

1.6

HH

367

60
70

930
1.04

HH

489
365

70

300

60
80
80
80
80
80
80
80
80
80
80
80
80
80

566

0.158

264

23.6
13.3

335
335

80
80
80
80
80
80
80
80

0.095
0.102
0.281
0.081
0.436
1.428
0.252
0.454
1.604
0.417
0.901
5.640
0.703
2.360
2.067
0.928
1.821
0.311
1.820
0.536
0.919
0.429
0.865
0.702
0.445
0.236
0.436

70
70

0.983
2.05

137
137

60
80
80
80
80

0.165
1.971
1.110
0.510
0.510

C
C
C
C

264
183
183
183
183

100
120
60
60
60

900
1000
30800
0.001
0.996

80

Cumene
Cyclohexane
Ethane, 1,2-dichloroEthane, 1,1,2,2-tetrachloro-

80
80
80
80

Iron(III) chloride
Isobutyraldehyde
Toluene
Methyl methacrylate
Acetaldehyde
Acetic acid

(7.1 0.2) x 104


(8.1 0.5) xlO 5

90

Chloroform

-, 1,1,1-trichloroEthyl acetate
Ethyl alcohol
Heptane
2-Heptanone
Isobutyl alcohol
2,4-Pentanedione
Toluene
- , hexadecyl ester
Carbon tetrachloride
Cumene
- , isobutyl ester
Benzene
Carbon tetrachloride
Chloroform
Ethane, 1,2-dichloro- , 1,1,2,2-tetrachloroMethacrylonitrile
Carbon tetrabromide

C s (xlO 4 )

60
80

6.5
0.24

C
C
C
C

A, F7
A, F7
F7

83
83
83
83
83
83
83
83
83
83
83
183
83
183
83
83
183
83
183
83
83
83
83
83
83
83
83

109
109
19
70
21
86
31

Remarks page II-157; References page 11-159

TABLE 4.

cont'd

Solvent/Additive

T ()

Methyl methacrylate (cont'd)


Acetic acid, monochloro- , dichloro- , l,l-dimethyl-2,2,2-trinitroethyl ester
- , trichloroAcetone

60
60
45
60
60
80

Acetonitrile, (m-bromophenyl)- , (p-bromophenyl)- , (m-chlorophenyl)- , (p-chlorophenyl)- , (p-methoxyphenyl)- , phenyl- , m-tolyl-,/?-tolylAcetylene,/7-bromophenyl-,/?-chlorophenyl- , /MiitrophenylAluminum, hydrodiisobutyl
- , triethyl

60
60
60
60
60
60
60
60
60
60
60
60
50
60
60
80
100
30
50

Aniline
- , MN-dimethyl-

60
70
80
100
60
60
80
100
60
25
60
60
60
50
50
60

- , AW-divinyl- , Af-methylp-Anisaldehyde
Anisole
- , />-ethynyl-,/j-isopropyl-,p-methylAnthracene
Azobenzene
Benzaldehyde
-,/j-bromo-, m-chloro-,p-chloro-,/?-cyanoBenzene

60
60
60
60
25
30
50
52
60
75
80

- , allyl- , bromo-,

tert-butyl-

90
60
25
80

C 8 (xlO 4 )
0.64
0.80
520
1.10
0.195
0.225
0.275
3.89
2.78
4.28
3.21
19.0
5.18
5.75
7.83
41.3
38.9
127.5
3600
1550
1240
4.2
6.3
9.0
2.45
18
30.4
430
11.3
10.8
17.0
20.0
340
7.0
10.0
13.3
1.11
0
40.3
3.46
0.57
0
100
2.5
0.86
1.43
0.96
1.03
2.06
0
0.01
0.036
0.027
0.040
0.83
0.33
0.075
0.080
0.24
0.036
400
0
0.260

Remarks
R
R
R
A

K
K
K
S
R, F2
F2
F2
F2
F16
H
A, F2
A, F2
A, F2
F2
F2
F2
D
K

C
C
A
Il
D
A

Refs.
529
529
110
529
81
31
81
462
461
462
461
461
461
462
461
151
151
151
156
547
156
424
424
424
508
228
409
161
424
270
424
424
82
424
424
424
495
16
151
406
496
15
282
86
495
495
495
495
495
16
508
147,327
81
81
181
123
31
81
145
147
502
16
31

TABLE 4. cont'd
J( 0 C)

Solvent/Additive
Methyl methacrylate (cont'd)
-, chloro-

-,/7-diisopropyl-,
- , ethyl-

25
60
80
ra-dinitro-

- , ethynyl-,
Benzene sulfonylchloride
-,/7-chloro-,/7-dimethylBenzonitrile
-,p-hydroxy- , p-isopropylp-Benzoquinone
- , 2,3,5,6-tetrachloroBenzothiazolethion, 3-allylBenzyl ether
Bibenzyl
Biphenyl, 2,2-methyleneBorane, tributylBromoform
Butane, 1-chloro-, 1,1,1-trinitro1,4-Butanediol
2-Butanone

1-Butene
- , 3,4-epoxy-2-methyl2-Butene, cis- , trans3-Buten-2-ol, l-chloro-3-methylButyl alcohol
sec-Butyl alcohol
tert-Butyl alcohol

60
50
52
60
80
60

fluoro-

25
60
60
60
25
60
50
60
44.1
50
60
44.1
60
25
60
50
60
60
60
77
80
45
60
80
60
70
75
80
40
50
80
40
50
40
50
80
60
80
60
80
60
80

Butylamine, N-nitroButyl ether


1-Butyne, 1-phenylButyraldehyde

45
60
60
50

Carbon tetrabromide

30

C s (xlO 4 )

0
0.074
0.200
0.207
5.72
52
0.501
0.766
1.311
1.350
2.1
21.9
22.3
0
5.16
8.56
4.06
0
0.162
6.0
4.99
5.5 x 104
5.7 x 104
4.5 x 104
2600
153
10.4
8.0
0.0
41.8
53.5
7.45
23
1.20
8300
0.61
1.07
0.45
0.56
0.83
0.70
3.1
5.1
29.6
3.2
4.9
3.0
5.2
18.8
0.394
0.25
0.259
0.85
0.085
0.100
0.152
0
0.8
10.8
1.47
2.25
3.40
2800 600
1000 100

Remarks

Refs.

16
81
31
81
406
15
81
81
81
31
145
151
150
16
543
543
543
16
150
479
406
194
15
42
194
502
368
368
354
567
567
156
506
31
110
421
421
290
123
123
31
287
287
269
287
287
287
287
269
479
31
479
31
81
31
81
110
86
150
500
500
500
521
521

A
Il
K
J
D
R
R
R
D

D
F2

D, C, R
A
F24
F24
C
C
C
A

A
A
A

W8
W7
D, R, JJ3a
D, R, JJ3b

Remarks page 11-157; References page 11-159

TABLE 4. cont'd
Solvent/Additive

T( 0 C)

Methyl methacrylate (cont'd)


Carbon tetrabromide (cont'd)

Carbon tetrachloride

60
60
60
80
100
20
30
50
60

70
80

Chloroform

60
80

Copper(II) chloride
Cumene

60
60
80

-,p-bromo-

60

-, p-tert-butyl-,/7-chloroCyclohexane

60
60
60
80
80
60
60
50
79.5
80
44.1
60
79.5
79.5
60
60
60
80
45
60
80

-,methyl- , trans-lA-, diacetate


- , cis/trans-1,4-, dicarboxylic acid dimethylester
Cyclotetrasiloxane, octamethylp-Dioxane
Diphenylamine
Diphenylamine-T
Disiloxane, l,l-dimethoxy-3,3,3-trimethyl-l-phenyl- , hexamethylEpibromohydrin
Epichlorohydrin
Ethane, 1,2-dichloro- , nitro- , 1,1,2,2-tetrachloro- , 1,1,1-trichloro- , 1,1,1-trinitroEthyl acetate

80
45
60

C s (xlO 4 )
1000 500
50Od= 200
2700
1500
1900
3300
4600
0.2
20
0.20
0.82
0.925
2.40
5
20.11
18.52
0.42
0.5
1.74
2.393
2.421
3.3
24.4
0.454
1.77
1.129
1.400
1.9
1.9
105 x 105
1.9
2.56
1.9
2.4

Remarks

Refs.

D, R, JJ3c
D, R, JJ3d
F2

521
521
109
568
568
109
109
35
451
514
514
81
181
86
529
529
568
568
514
31
81
145
427
81
181
81
31
145
427
36
7
406
31
145

F2
F2
C, D
D, F2

C
R
R, H
R
R, H
A
Il
D
C
A
Il
D
F7
A
Il

3.71

2.74
3.07
12
0.10
0.195
8.46
1.16
2.5
0.080
0.222
0
0.3
0.032
0.104
16.53
9.3
0.35
0.756
2.0
0.155
0.200
0.235
0.600
1400
0.100
0.13
0.132
0.134
0.155

406

A
A
C
C
C
A
F2
R
R

A
A
C
A
C

406
406
86
31
31
569
569
450
474
31
194
46
474
474
529
529
81
81
110
81
31
81
31
110
316
290,316
216
290
290

TABLE 4. cont'd
Solvent/Additive

T( 0 C)

Methyl methacrylate (cont'd)


Ethyl acetate (cont'd)

Ethyl alcohol
Ethylene glycol
Germane, diethylchloro- , ethyldichloro- , triethyl- , triphenylGlycerol
Heptane
1-Heptanol, 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoroHydrazyl, 2,2-diphenyl-l-picryl
Hydroquinone
Indium, triethylIsobutyl alcohol

70
75
80
60
80
100
60
80
60
60
60
60
60
50
60
44.1
45
131
60
60
80

Isobutyric acid
- , methyl ester
Isopropyl alcohol

80
60
60
80
100
130

Lead, tetraethyl
Malononitrile, furfurylideneMercury, diethyl
Methane, bromotrichloro- , bromotrinitroMethane, dichloro- , nitro- , trinitro- , triphenylMethanol
1-Naphthol
2,6-Octadiene, 2,6-dimethylOleic acid, methyl ester
Oxime, acrolein- , crotonaldehyde-, ethylisopropenylketone- , methacrolein- , methylacrolein-, methylisobutenylketone-, methylisopropenylketone- , methylvinylketoneOxolane, c/s-3,4-diacetoxyPentane, 2,2,4-trimethyl1-Pentanol, 2,2,3,3,4,4,5,5-octa-fluoro2-Pentanone, 4,4-dimethyl-5,5,5-trinitro-

60
44.1
60
30
45
60
80
60
45
60
60
80
100
45
60
60
60
60
60
60
60
60
60
60
60
50
60
45

C s (xlO 4 )

0.156
0.46
0.55
0.83
0.240
0.40
0.625
0.80
0.28
0.60
22000
39300
5800
18500
0.152
1.8
2.8
20OxIO 5
7.0
100
332
0.10
0.505
0.229
0.250
0.900
0.26
0.583
1.907
3.00
8
43
45
3.14
1.2 x 104
0.898
830
1.2 xlO 4
4.5 xlO 4
1.0 x 104
0.100
0.217
2.0
5400
4.0
0.2
0.33
0.45
<5.0
6.7
1.68
8.0
25500
500
3000
17000
5200
4700
2900
1300
1.39
1.2
2.36
400

Remarks

C
110
C
C
A
A, F2
A, F2
A
F24
F24
A, R
A, R
A, R
A, R
F2
A

A
A

A
C
C
C
S
D, Q3
D
D, Q4

A, F2
A, F2
A

C
F2

Refs.

290
146
123
123
31
423
423
49
421
421
539
539
539
539
479
206
442
194
30
398
156
81
479
81
31
31
275
81
81
49
337
337
480
156
194
156
311
311
311
110
81
81
86
110
44
423
423
49
30
324
441
7
555
555
555
555
555
555
555
555
569
206
442
110

Remarks page II-157; References page II-159

TABLE 4. cont'd
Solvent/Additive
Methyl methacrylate (cont'd)
- , 4-methyl3-Pentanone

Pentasiloxane, dodecamethylPhenol
- , 0-bromo-,/7-bromo- , o-chloro- , o-ethyl-,/?-ethyl- , 0-isopropyl- , /?-isopropyl-,/7-methoxy- , 2,3,4,6-tetramethylPhenyl ether
Phosphine, octyl-,phenyl- , tributylPhthalic acid, dimethylester
Piperidine, 1-nitrosoPropane, 1,2-dichloro- , 1,1-dinitro- , 2,2-dinitro- , 1-nitro1,2-Propanediol
1-Propanol, 2,2,3,3-tetrafluoroPropene, 1,3-diphenyl1-Propene, 2-methylPropionic acid, 2,2,2-trinitroethyl ester
Propionitrile, 3-phosphino- , 3,3/-phosphinylidenediPropyl alcohol

Pyridine
Pyrocatechol
- , p-tert-buty\Pyrogallol
Silane, (oc-bromotolyl)trimethoxy- , bromomethylphenyltrimethoxy- , chlorotrimethyl- , dichlorodimethyl- , dichloromethyl- , diethylchloro- , dimethoxymethylphenyl- , dimethylphenyl- , hexamethoxy-^^'-thiodipropyDbis- , methyldichloro- , (3-mercaptopropyl)trimethoxy- , tetraethyl- , tetramethyl- , trichloro
- , trichloromethyl-

J(0C)

80
60
80

79.5
50
50
50
50
50
50
50
50
45
45
25
60
60
60
60
30
45
80
45
45
45
60
80
60
60
40
50
45
60
60
60
80
100
70
45
45
45
79.5
79.5
30
50
30
50
79.5
60
79.5
60
79.5
79.5
60
79.5
60
30
50
60
30
50

C s (xlO 4 )

0.700
0.833
1.729
1.775
2.7
0.145
2.5
5.0
5.0
3.5
7.2
7.5
13.3
13.3
<5.0
11.0
6.42
9.13
2.3 x 104
16.IxIO4
30.6
0.2
8.2
0.675
68
15
5
0.48
0.86
1.86
15.6
2.5
4.4
3000
1.4 x l O 4
1.3 x 104
0.69
0.84
1.25
0.176
<5
9
26
29.8
29.8
144
2.2
175
2.45
15.2
1700
0.20
0.2
300
25.8
15.2
3100
6930
5.75
5.0
1.3
5000
185
2.7

Remarks

A
Il

F24
F24
F2

A, F2
A, F2
A

R
D, F2
D, F2

A, R
R
A, R
R
R
A, R
R
D, F2
A, R
D, F2

Refs.

31
81
81
31
145
474
479
479
479
479
479
479
479
479
30
30
368
368
295
295
156
508
110
31
110
110
110
421
421
442
567
287
287
110
295
295
423
423
49
514
30
30
30
474
554
451
249
451
249
474
539
474
554
539
554
554
539
554
156
451
249
539
451
249

TABLE 4. cont'd
T( 0 C)

Solvent/Additive
Methyl methacrylate (cont'd)
- , triethyl
- , triisopropoxymethyl-

60
79.5

- , trimethoxymethyl-

79.5

- , trimethoxyphenyl-

79.5

- , triphenylSilicon chloride

60
30
50
79.5
79.5
79.5
79.5
79.5
79.5
79.5
79.5
79.5
79.5

Siloxane, l,l-dimethoxy-trimethyl-l-phenyl-di-3,3,3- , dodecamethyl penta- , l,l,l,3,5,5,5-heptamethyl-3-phenyltri- , 1,1,1,3,5,5,5-heptamethyl-tri- , 1,1,1,3,5,5,5-heptamethyl-tri- , l,l,l,3,5,5,5-heptamethyl-3-(3,3,3,3-tri-fluoropropyl)-tri- , hexamethyl-di- , hexamethyl-phenyl-tri- , l,l,l,5,5,5-bexamethyl-3-(2-phenylpropyl)-tri- , 3-(3-mercaptopropyl)1,1,1,3,5,5,5-heptamethyl-tri- , octamethyl cyclotetra- , octamethyl triSorbit-2,5-diacetate, 1,4:3,
6-, dianhydroStearamide, JV-allylStearic acid, methyl ester
Stibine, tributyl
Tin, tetrabutyl
Toluene

79.5
79.5
60
90
60
60
60
20
52
60

70
80

-, p-bromo-,
-,p-chloro-, a-chloro
- , p-ethynyl-,p-nitro-, 2,4,6-trinitrom-Tolunitrile, a-cyanop-Tolunitrile
-, a-cyanoTributylamine
Triethylamine

ra-chloro-

Tripropylamine
Trisiloxane, 1,1,1,3,5,5,5-heptamethyl- , - , 3-(p-methylphenethyl)- , - , 3-phenyl- , - , 3-propyl- , - , 3-(3,3,3-trifluoropropyl)-

60
60
60
60
60
44.1
44.1
60
60
60
70
20
60
60
79.5
79.5
79.5
79.5
79.5

C s (xlO 4 )

200
0.697
0.697
0.331
0.331
0.053
0.053
1200
256
3.0
0.032
0.145
0.232
0.284
0.189
0.205
0.104
1.84
2.08
1284.5
0.08
0.0316
29
3.01
0.282
<1.0
1.32
0.04
0.084
0.170
0.190
0.202
0.250
0.26
0.400
0.45
0.567
0.292
0.303
0.52
0.525
0.91
0.58
0.48
0.49
4.17
64.4
0
500
4.55
0.73
1.74
25.7
1.5
8.3
1900
14.6
0.284
2.08
0.232
0.189
0.205

Remarks

A, R

Refs.

R
R
R
R
R
R
R
R
R
R

539
474
554
474
554
474
554
539
451
249
554
554
554
554
554
554
554
554
554
554

R
R
C

554
554
569

R
R
R
A, R
D, F2

C, J

C, D
C
C
C
C
C
C
Il
A
C

C
K

C, D
J

173
441
156
156
35
81
21,81
316
32,316,317
316
275
316
496
123
32
81
145
31
123
496
496
496
181
151
194
194
462
496
461
270
35
24
25
156
474
474
474
474
474

Remarks page 11-157; References page 11-159

TABLE 4. cont'd
Solvent/Additive
Methyl methacrylate {cont'd)
- , l,l,l,5,5,5-hexamethyl-3-phenyl- , octamethylUrea, thioWater

m-Xylene
p-Xylene
2,4-Xylenol
Naphthalene, 1-vinylNaphthalene
Nonanoic acid, vinyl ester
Toluene
1-Octene
Butyl alcohol
sec-Butyl alcohol
Ethyl alcohol
Isopropyl alcohol
Methanol
Phthalimide, N-vinylChloroform
Ethane, 1,2-dichloroMethane, dichloro2-Picoline, 5-vinylAllyl ether
1-Propene
Carbon tetrachloride
Chloroform
1-Propene, 3-chloroCarbon tetrachloride
Hydrochloric acid
1-Propene, 2-methylCarbon tetrachloride
- , 3,3,3-trifluoroCarbon tetrabromide
Propionic acid, vinyl ester
Toluene
Propylene
Bromoethane

J( 0 C)
79.5
79.5
42
60
80.5
60
60
50

30-50

50
60
70

11.1
13.9
15.2

117-118
117-118
115-118
30-35
120-125
116-120
55
55
55
70
100
100

Styrene
Acetaldehyde

270
520
230
630
520
110

Remarks

A, R
F7, F24

4800
1.8 x 104
5.4 xlO 4

100

17.0 x 104
640000

474
474
503
268
479
529
48
496
496
479

R
R
R

357
357
357

C
C
C
D
C
C

381
381
381
381
381
381
313
313
313

21.4
(5-10) x 104
1.03 x 104

Refs.

216

3.4
0.35
0.97

100
80

11
C
C

210
210

C
Ql
Q2

210
238
238

210

C, Q(I-3)

570

1.4

50
75

1200
1400
1500
1800
1700
1900
1800
2200
2100
2700
17200 1100
33000 15000
17000 800
299000 8000

Q(I-4)
Q(I)
Q(2)
Q(3-4)
Q(I)
Q(2)
Q(3-4)
Q(l-2)
Q(3-4)
Q(l-4)
W23, Q(I)
W23, Q(2)
W24, Q(I)
W24, Q(2)

517
517
517
517
517
517
517
517
517
517
518
518
518
518

13800 800
266000 10000

W20, Q(I)
W20, Q(2)

518
518

125

Stearic acid, vinyl ester


Toluene

1.84
0.032
1.21
0
0.002
0.03
0
0.43
0.50
6.5

60

100

Chloroform

C s (xlO 4 )

150
95

50
70

20.7
21.6

60

8.5

158

R
R

357
357
86

TABLE 4. cont'd
Solvent/Additive
Styrene (cont'd)
Acetamide, N,Af-dimethylAcetic acid
- , methyl ester
- , bromo- , chloro- , - , methyl ester
- , dibromo-, ethyl ester
- , monochloro- , dichloro-,
-,
-,
-,
-,

dichloro-, ethyl ester


iodophenyl- , ethyl ester
tribromo-

- , -, ethyl ester
- , trichloro-

-, - , ethyl ester

T( 0 C)

50
60
40
100
60
68
68
60
100
90
60
60
60
68
60
100
90
90
60

Acetic anhydride
Acetoacetic acid, ethyl ester
- , 2-acetyl, ethyl ester
Acetone

60
90
100
60
100
100
60

- , oxime
Acetonitrile
- , m-bromophenylAcetonitrile, p-bromophenyl-, m-chlorophenyl-,/7-chlorophenyl-,/?-methoxyphenyl-,phenyl-, m-tolyl-,/7-tolylAcetyl bromide
Acetyl chloride, chloroAcetylene, p-bromophenyl- , p-chlorophenyl-,/7-nitrophenylAdipic acid, diallyl ester
- , di-(3,3,5,5-tetramethyl-4-nitrosocyclohexyl) ester
Allyl alcohol
Aluminum, hydrodiisobutyl

60
60
60
60
60
60
60
60
60
60
60
60
60
60
60
60
60
60
100

- , triethoxy- , triethyl

100
100

-, triisobutyoxy- , triisobutyl
Aniline

100
110
50
60
50

- , MN-dimethyl- , AW-divinyl-

60

C s (xlO 4 )

0.743
4.6
2.22
0.33
430
300
200
0.3
0.75
2700
28.6
0.76
35.0
1.0
1.3
8000
6.0
8.8
3.0 x 104
2.4 xlO 4
10.5 x 104
270
66.0
100
3.75
65.0
90.0
145.0
0.7
1.3
3.0
4.1
<0.5
0.32
2.2
0.44
66.7
68.5
65.2
66.0
51.0
45.1
48.5
49.2
8600
3300
188.5
161
3130
6.0
1.1 x 104
1.5
26.9 x 104
28.OxIO 4
<0.1
8.05 x 104
17.OxIO4
<1.0
28.5 x 104
20
2.0
12
53
130

Remarks

A
A
C
R
R, H
R
R, H
A
A
C
C
A
R
R, H
A
C
A
A
C
A
A
A
A

S
K
K
K
F9, J
A
A
A
A
A
A
F2
A
F2

Refs.

375
113
385
72
112
149
149
128
128
64
529
529
529
529
128
149
128
72
178
64
64
178
128
529
529
128
64
128
128
72
72
182
128
501
128
128
462
461
462
461
461
461
462
461
112
112
151
151
151
446
314
128
156
155
155,156
156
155
155
155
154
128
154
161
82

Remarks page 11-157; References page 11-159

TABLE 4. cont'd
Solvent/Additive

T ()

C s (xlO 4 )

Styrene (cont'd)
Aniline, N-methyl- , 2,4,6-trinitro/7-Anisaldehyde
Anisole,/7-ethynyl- , m-isopropyl- , p-isopropyl- , p-methyl-,2,4,6-trinitroAnthracene
- , dihydro2H-Azepin-2-one, hexahydroAzobenzene
Benzaldehyde

50
50
60
60
60
60
60
50
44.1
50
130
70
60

13
11.8 x 104
2.86
60.0
5.23
3.23
0.78
20.3 x 104
2.OxIO 4
610
0.61
750
4.54
5.5
2.6
12.2
13.7
8.63
5.6
76.7
3.9
5.8
0.01
0.018
0.023
0.028
0.04
1.92
5.50
6.67
0.061
0.121
0.156
0.184
0.23
0.31
0.42
0.81
0.89
1.5
36
1.78
3
6.22
0.04
0.06
0.193
0.55
0.133
1.50
0.235
0.874
0.54
0.6
58.5 x 104
1950
7.02
10.70

-,/7-bromo-, m-chloro-,/7-chloro-,p-cyanoBenzene

100
60
60
60
100
60
35
40
50
60

70
75
80

100

132

-, allyl-, bromo- , sec-butyl- , tert-bx\ly\-

100
60
155
60
60

- , chloro-

80
100
60
80

- , - , 2,4,6-trinitro- , 1,2-dibromoethyl-,/?-dibutyl
- , /?-di-seobutyl- , p-<\i-tert-bu\y\-

100
140
50
60
60
60
60

0.87

- , m-dichloro-

140

- , o-dichloro-,/7-dichloro-

60
60

0.2
1.4
3.4
2.6

Remarks
F2

Refs.

H
H

154
370,372
495
151
405
406
496
370,372
159
271
108
281
495
86
298
495
495
495
298
495
119
119
327
127
79
255
145
415
123
123
185
255
273
127
145
235
235
235
127
145
524
182
237
415
145
127
185
127
255
182
255
185
235
58
370,372
112
415
415

415

C
C

58
67
182
182

J
D
C, I
C
A

A
F2
F2
A
C
A, 15
H
C
C
15
C
A
A, 15
A
A
A
A
A, 15
A, R
C
A
H
A, 15
A
15
A
C
C
C
15
A

TABLE 4. cont'd
Solvent/Additive

T( 0 C)

C s (xlO 4 )

Remarks

Styrene (cont'd)
Benzene, diethyl-, (mixture)

100

A
A
A

-, ethynyl-

60

-,
-,
-,
-,

60
60
60
40
50
60
44.1

3.35
6.33
5.13
3.30
6.60
0.67
0.70
0.710
0.83
2.7
1.07
1.113
1.38
1.62
2.2
2.33
2.31
2.9
4.9
96.3
98.3
12.76
9.43
13.30
9.48 x 105
6.43 x 105
3.51 x 105
1.3 x 105

70
50
60
60
60
44.1
60
80
45
80
80
80
80
80
25
60
60
60
80
60
60
100
100
60
100
60
100
60
100
60
60
100
60
80
100

700
5.72 x 105
40
5.3
18.6
1.4 x 105
22.7 x 105
56.6 x l O 5
53.2 x 105
4.3 x 105
21.OxIO 5
95.0 x 105
6700
2.6 x 105
71.6
62.4
3020
1.12 x 104
1.2 x l O 4
142
97.9
<0.1
34.8
0.06
0.35
0.04
0.37
1.2
0.3
0.43
1.85
5.5
3.2
5.6
9.3

-,/?-diisopropyl-,ethyl-

132
60
60

80
100

132

sec-hexylsec-pentyltri-sec-butyl1,3,5-trinitro-

Benzo[B] chrysene
Benzoic acid
-, m-(phenylazo)-, methyl ester
- , 2,4,6-trinitro-, ethyl ester
Benzoin
Benzonitrile
-,/7-isopropyl
Benzo[A]pyrene
p-Benzoquinone
/7-Benzoquinone, 2-anilino- , 2,5-dimethyl- , 2-methyl- , 2,3,5,6-tetrachloro- , 2,3,5,6-tetramethyl- , 2,3,5-trimethylBenzyl ether
Bibenzyl, ococ'-dibromoBicyclohexyl, 3,3,3',3',5,5,5',5'-octamethyl-4,4'-dinitrosoBiphenyl, 2,2 '-methyleneBorane, tributoxy- , tributyl
Butane, 1-bromo- , 1-chloro-, 2-chloro- , 2,2-dimethyl- , 1-iodo1,4-Butanediol

A
C
A, 15
C
15
C
A
A
A, 15
A
A
A
A, 15
K
J
H
H
H

J
C
A
J
J
J
J
J
J
J
J
D
F9, J
F9, J

A
A
A
A
A, S
A
A
A
F24
F24
F24

Refs.
235
235
235
497
406
127
79
255
145
363
185
255
235
127
145
235
235
127
145
151
150
415
415
415
372
370,372,373
372
159
281
370,372
128
150
406
159
42
27
199
27
27
27
27
27
368
368
112
314
314
567
567
156
156
128
128
128
128
128
128
304
128
128
422
422
422

Remarks page II-157; References page 11-159

TABLE 4. cont'd
Solvent/Additive
Styrene (cont'd)
2-Butanone

T( 0 C)

1-Butene
- , 3,3-dimethyl-2-phenyl- , 2,4-diphenyl- , 3,4-epoxy-2-methyl- , 2-methyl- , 3-methyl-

60
70
75
100
110
110
80
100
100

2-Butene
- , 1,4-dichloro- , 2,3-dimethyl-

100
80
100

-,2-methyl3-Buten-2-ol, l-chloro-3-methylButyl alcohol

100
80
40
50
60

sec-Butyl alcohol
terf-Butyl alcohol

Butylamine
terf-Butyl ether
tert-Buty\ isocyanide
1-Butyne, 1-phenylButyraldehyde

60
50
60
80
100
130
60
60
80
100
60
50

- , diallyl acetal
Butyric acid, 4-hydroxy-, y-lactone
Cadmium, dibutyl
Carobonic acid, cyclic ethylene ester
- , diallyl ester
- , di-(3,3,5,5-tetramethyl-4-nitrosocyclohexyl) ester
Carbon tetrabromide

60
100
60
50
100
50
60
60
80
40
60

60
60
70
80
90
100

C s (xlO 4 )
4.98
8.60
12.00
2.6
10
70
17.4
3.1
6.9
6.1
2.0
51
5.4
5.1
2.9
8.2
11.2
6.5
0.06
1.6
0.562
6.6
0.22
6.65
0.345
0.55
1.0
0.5
2.6
1.0
33.0
34.3
2.7
14.3
2.7
3.7
4.0
4.7
8.0
8.0
11.7
14.3
5.7
11.0
20.2
0.409
1170
0.235
6.2
1.3 x 104
1.4 x l O 4
1.8 x 104
1.78 x l O 4

2.2 x 10 4
2.5 x 10 4
13.6 x 10 4
4.2 x 10 4
(5.09 0.18) xlO 5
88300
40600
1.8 x 10 4
2.3 xlO 4
2.51 x 10 4
2.35 x 10 4

Remarks
C
C
C
A
A
A
A
A
A, R
A
C
A
A, R
A
F24
A
A, C

A
A
A
A
C, F2
C, F2
W8
F29, W8
F29, W16
F2, W7
F29, W7
F2, W15
F29, W15
F2
F29
A
A

E
F27, J
F9, J
F2
C

F2
Fl
A
112

F2
C
A

Refs.
182
123
123
358
433
433
269
358
358
524
358
112
358
524
358
269
119
430
128
323,385
479
430
422
385
422
261
261
128
301
301
4,75
150
412
412
414
414
413
414
413
414
413
414
128
128
446
375
156
458
446
314
314
109
64

109
109
128
487
520
568
568
61
109
64
128

TABLE 4. cont'd
Solvent/Additive

F( 0 C)

C s (xlO 4 )

Remarks

80
100
17
248
69
84
87
90
92
98
100
109
110
120
122
144.1
130.9
148
92
110
18
117
133
34.1
148
186
185
304
300
0.41
0.5
0.566
3.40
4.0
0.50
0.916
3.3
11
33
43
22.1
39
<5
0.8
0.82
1.04
3.88
1.31
2.00
2.90
8.29
7.57
3.46
6.90
0.024
0.031
0.04
0.063
8.5
0.066
0.083
0.156
0.16
0.23

W8

Refs.

Styrene (cont'd)

Carbon tetrachloride

50
60

60
60
76
80
85
95

Chloroform

100
132
140
60

68
80
Chloroform/acetone
m-Cresol
0-Cresol
p-Cresol
- , a-phenylCumene

60
50
50
60
50
60
60
60

80
100
- , m-bromo-,/7-bromo- , p-tert-butyl-,p-chloroCyclohexane

60
60
60
60
60

80
100

Q36
C, W8
C
C, W7
A
C
Q142
A, X
R
R, H
X
C
A
15
Q38
Q142
A
A
A
A
C
C
15
C

A
A, 15
15
A
A, 15

A
A, 15
C
F23
15
C
A
A, 15

412
412
513
513
63
401
113,183
401
128,129,210
401
366
63
223
416
114
529
529
115
568
568
236
236
185
163
63
63
128,129
129
58
501
128,210
255
182
149
185
255
501
247,248
247,248
121
247,248
121
121
7
127
145
406
185
127
145
405
406
406
406
127
79
145
255
119
185
255
273
127
145

Remarks page 11-157; References page 11-159

TABLE 4.

cont'd

Solvent/Additive

T( 0 C)

Styrene (cont'd)
Cyclohexane (cont'd)
132
Cyclohexanone
-, trans-lA-, diacetate
- , cis/trans-1,4-, dicarboxylic acid dimethylester
Cyclopentanone
1-Cyclopentene- 1-carboxylic acid, 3,3,5,5-tetramethyl-4-nitroso-,
diester with pyrocatechol
Cyclotetrasiloxane, octamethyl1,2,3,4-Dibenzpyrene
1,2,7,8-Dibenztetracene
1,2,9,10-Dibenztetracene
p-Dioxane

Diphenylamine-T
Disiloxane, hexamethylEpibromohydrine
Epichlorohydrine
Ethane, 1,2-dibromo-,1,2-dichloro-

60
60
60
60
60
80
50
44.4
44.4
44.4
60
100
60
79.5
60
60
60
80
60
70
80

- , pentaphenyl- , 1,1,2,2-tetrachloro- , l,l,2,2-tetrachloro-l,2-difluoro- , l,l,2-trichloro-l,2,2-trifluoroEthanehexacarboxylic acid, hexaethyl ester


1,1,2-Ethanetricarboxyic acid
Ether, benzyl methyl
-, p-bromobenzyl methyl
- , p-chlorobenzyl methyl
-, /7-cyanobenzyl methyl
- , dodecyl vinyl
Ethyl acetate

Ethyl alcohol
Ethylene, 1,1-diphenylEthylene glycol
- , bis(m-phenylazobenzoate)
Ethyl ether
Fluorene
Formamide, N,AT-dimethyl-

100
60
100
90
90
50
100
68
68
68
68
60
60
70
75
100
60
80
110
60
80
100
70
60
60
100
40
50
60
100

C 8 (xlO 4 )

Remarks

0.31
12.3
0.81
0.87
1.5
7.90
16.9
4.2
3.30

A
A, R
A
A
A, 15
C
C
C
C

235
524
235
127
145
182
569
569
182

1.3 x 104
1.0 x l O 4
4.0
6.0 x 104
13.OxIO 4
13.OxIO 4
0
2.28
2.75
0.8
0.9
0.387
67.48
37.87
0.988
1.914
0.333
4.12
1.1
1.137
9.8
3.84
20000
10.8
1.13
0.84
<50
0.94
6.0
6.0
4.0
20.0
3.32
4.11
15.5
5.5
6.67
0.39
1.32
1.611
2.60
450
1.36
2.70
4.70
900
5.64
75.0
124.0
1.09
0.869
4.0
1.08

F27, J
F9, J
C
J
J
J
A, S
C
C

314
314
450
159
159
159
128
4
182
220
46
474
529
529
255
255
255
182
67
255
112
235
127
235
14
14
89
72
149
149
149
149
4
4
119
123
123
72
423
479
423
432
422
422
422
281
4
127
127
458
375
113
256

F2
R
R
C
C
C
C
C
C
A
A
A
A
A

C
C
FlO
C
C
F2
F2
A
F24
F24
F24
C
C
A
A
E

Refs.

TABLE 4. cont'd
Solvent/Additive

T( 0 C)

C s (xlO 4 )

Remarks

Refs.

Styrene (cont'd)

Furan, tetrahydroa, D-Glucoside, methyl- , - , 6-deoxy-6-mercapto- , - , 2,3-di-O-benzyl- , - , 2,3,4,6-tetra-O-acejyl- , -,6-0-(p-toluenesulfbnyl)- , - , 2,3,4-tri-0-acetyl-6-deoxy-6-iodo- , - , 6-0-triphenylmethylP, D-Glucoside, methyl- , - , 6-deoxy-6-dipropylaminoGermane, ethyldichloro- , diethylchloro- , triethyl- , dimethylchloro- , triphenylHeptane

50

0.50

100
100
100
100
100
100

55000
62
2.0
2.0
50
21

1-Heptanol, 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoro1-Heptene
2-Heptene
Hexane
1-Hexene

100
60
60
60
60
60
60
100
60
100
100
100
100

2-Hexene
Hydrochloric acid
Hydroquinone
Hydroxylamine, MW-dibenzyl- , N-benzyl-N-phenyl- , iV,AT-diethylene- , W-ethyl-W-phenylIndium triethyl
Iron(III) chloride
Isobutyl alcohol

100
100
60
60
60
60
60
100
60
60

Isobutyl alcohol-D

100
130

22
56900
31600
2400
33500
23000
0.42
0.95
13.33
2.7
3.2
0.9
2.5
2.5
3.6
0
3.6
5000
3.8 x 104
2.5 x 104
20.5 x 104
1.760OxIO4
536.0 x 104
0.17
0.497
2.9
7.8
8.2
21.0
2.5
4.6
2.7
3.5
3.5
3.05
4.00
1.7
6.0
2.7
1.6
0.78
1.24
5.2
0.47
0.46
0.42
1.2
700
1200
0.82
1.2 x 104
30.0
62.0
0.88
0.72

Isobutyraldehyde
Isobutyric acid

60

Isobutyronitrile

100
130
60
60
80
100

Isophthalic acid, diallyl ester


Isopropyl alcohol

Isopropyl alcohol-D
Isopropyl-1-D alcohol-D
Lead, tetraethyl
Malonic acid, diallyl ester
- , diethyl ester
- , dimethyl ester
- , acetyl-, diethyl ester
- , bromo-, diethyl ester
- , butyl-, diethyl ester
- , dibromo-, diethyl ester
- , dichloro-, diethyl ester
- , diethyl-, diethyl ester
- , ethyl-, diethyl ester

130
100
100
100
60
60
100
100
100
60
100
100
60
60
100
100
100

449
220
220
220
220
220
220

A, R
A, R
A, R
A, R
A, R
A
A
F2
A
A
A
A
A, R
A
A
R
R
R
R
A
A
A
W8
C
A
A
A
F2
F2
A
F2
A
A
A
A

A
A
A
A
A

220
539
539
539
539
539
127
127
442
358
358
358
358
524
358
238
128
533
533
533
533
156
19
385
479
261
261
412
412
385
385
261
261
446
423
423
261
423
261
261
261
156
446
128
72
72
72
128
128
72
128
128
128
72
72

Remarks page 11-157; References page 11-159

TABLE 4. cont'd
Solvent/Addition

J( 0 C)

Styrene (cont'd)
Malonic acid, phenyl-, diethyl ester
Mercury, diethyl
Methane, bis(2-chloroethoxy)- , bromotrichloro-

100
100
80
80

60-80
- , dibromo- , dichloro- , diiodo- , diphenyl- , nitro- , triphenyl-

80
60
60
80
100
60
60
100

Methanetricarboxylic acid
Methanol

60
60
80
100
100
60

- , (4-biphenylyl)phenyl(p-vinyl-phenyl)- , bis(4-biphenylyl)(/?-vinyl-phenyl)Naphthalene
- , decahydro- , 2-isopropenyl-

80
100
50
50
60
60
80
99

- , 2-methoxy- , 1,2,3,9-tetahydro-l-phenyl1-Naphthol
- , 2,4-dichloro1-Naphthol-D
2-Naphthol
Naphtho[2,3-a]pyrene
2,6-Octadiene, 2,6-dimethyl2-Octene
Oleic acid, methyl ester

60
60
60
60
60
60
44.4
60
100
60

Oxalic acid, diallyl ester


- , diethyl ester
Oxetane, 3,3-bis(chloromethyl)Oxime, acrolein
- , crotonaldehyde- , ethylisopropenylketone- , methacrolein- , methylacrolein- , methylisobutylketone-,methylisopropenylketone-, methylvinylketoneOxolane, ds-3,4-diacetoxyPentane, 1-chloro- , 2,2,4-trimethyl2,4-Pentanedione

70
90
60
60
50
60
60
60
60
60
60
60
60
60
60
100
100

C s (xlO 4 )

3.5
0.335
6.0
7.6 x 104
7.7 x 104
2.4 xlO 6
2.78 x 106
6.5 x 105
(6.5 0.4) xlO 5
9450
110
0.15
9.5
11.8
710
2.3
4.2
35
10
3.5
6.0
8.0
0.91
0.296
0.74
1.10
1.22
3.5
3.5
11
0.4
56
70
69
86
<5.0
10000
480
490
75
77
24.0 x 105
2.0
2.8
3.15
3.52
455
420
6.64
4.2
13.5
8.0
10800
1500
4300
13000
400
2300
1100
2700
1.89
0.49
< 10
2.0

Remarks

C
D, Q2
D, Q2
D, Q3
D, Q3
15
A
C
A
A
A
A, R
A
A
F2
F2
F2

C
J
J
J
C
A
C
C
A
F22
C

C
A
A

Refs.

72
156
112
312
195
312
195
439
504
185
112
128
112
128
112
127
127
524
86
127
44
127
72
479
423
423
423
57
57
216
127
98
98
98
98
121
467
50,121
121
50,121
122
159
324
358
441
441
239
141
441
446
119
449
555
555
555
555
555
555
555
555
569
128
155
72

TABLE 4. cont'd
Solvent/Additive
Styrene (cont'd)
1-Pentanol, 2,2,3,3,4,4,5,5-octa-fluoro3-Pentanone
Pentasiloxane, dodecamethyl1-Pentene
- , 4,4-dimethyl-2-phenyl- , 2,4-diphenyl- , 4-methyl-2,4-diphenyl- , 4-methyl-2-phenyl- , 2,4,4-triphenyl2-Pentene
- , 2-methyl- , 4-methylPhenol
-,/7-benzyloxy
- , p-tert-buty\- , 0-chloro-,p-chloro- , 2,6-di-terf-butyl- , 2,6-diisopropyl-,p-fluoro-, m-methoxy-, o-methoxy-,/7-methoxy- , 0-phenyl- , 2,3,4,6-tetramethyl- , 2,4,6-trinitroPhenol-D,/7-benzyloxy- , 2,3,4,6-tetramethylPhenyl ether
Phosphine, dibutyl
- , diethyl
- , octyl
Phosphine, phenyl
- , tributyl
Phosphoric acid, tributyl ester
Phosphorus, white (P4)
Phosphorus trichloride
o-Phthalic acid
- , bis(2-methylallyl) ester
- , diallyl ester
- , di-(3,3,5,5-tetramethyl-4-nitrosocyclohexyl) ester
Piperidine
Propane, l-chloro-2,3-epoxy- , l-chloro-2-methyl
- , l,l,l,3-tetrabromo-3-phenyl- , 1,1,1-tribromo1,2-Propanediol
1,3-Propanediol, 2,2-bis(bromomethyl)-, diacetate
1,3-Propanedione, 1,3-diphenyl1-Propene, 3-chloro-2-methyl- , 2-methyl-, 1,3-diphenylPropionaldehyde, diallyl acetal
Propionic acid

T( 0 C)

C s (xlO 4 )

60
60
79.5
100
110
110
110
110
110
100
100
100
50
60
60
60
60
60
60
60
60
60
60
60
60
60
50
60
60
25
60
100
100
60
60
100
100
25
57
75

11.36
2.6
0.285
2.3
10
170
2900
10
2600
4.2
6.3
6.9
8.1
14
290
26
6.0
-11
49
310
54
<5
43
260
<5
580
2.1IxIO 5
10
20
7.94
7.86
2.08 x 104
1.35 x 104
3.6 x 104
43.9 x 104
24.4
<0.1
400
250
800

60
60
80
60
50
60
100
90
90
60
80
100
60
60
60
100
60
60
60

6.3
6.3
1.2 x 104
1.32 xlO 4
1.0
7.5
1.4
3.0
3.65 x 104
2.41 x 104
2.08
3.90
6.80
4.05
7.0
24.0
1.7
87.3
12.3
0.05
4.3
4.5
4.65

Remarks
F2
A
A
A
A
A
A
A
A
A
A
J

J
J

A
A, S
E
C, D

F9, J
F27, J
A
C
A
A
C
C
F24
F24
F24
A
A
A
A
C
A

Refs.
442
385
474
358
433
433
433
433
433
358
358
358
247,248
122
50,121
121
122
121
121
121
121
121
122
121
121
50,121
371
50
50
368
368
296
296
295
295
156
156
99
214
494
446
446
314
314
128
449
128
128
64
64
422
422
422
325
128
128
358
567
446
128
385
323
385

Remarks page 11-157; References page 11-159

TABLE 4. cont'd
Solvent/Additive
Styrene (cont'd)
Propionitrile, 3-phosphino- , 3,3'-phophinylidenediPropyl alcohol
Propylene oxide
2-Propyn-l-ol
Pyridine
Pyrocatechol
- , p-tert-buty\Pyrocatechol-D
- , p-tert-butylPyrogallol
Pyrogallol-D
Sebacic acid, diallyl ester
Silane, chlorotrimethyl- , dichlorodimethyl- , diethylchloro- , dimethylphenyl- , hexamethoxy-(3,3'-thiodipropyl) bis- , methyldichloro- , 3-mercaptopropyl-trimethoxy- , trichloro- , tetraethyl- , tetramethyl- , trichloromethyl- , triethyl- , trimethoxymethyl- , triphenyl-

T( 0 C)

60
60
60
80
100
50
60
60
60
60
60
60
60
60
60
50
50
60
60
79.5
60
79.5
60
100
50
50
60
70
80
79.5

Silicon chloride
Siloxane, hexamethyl-di- , dodecamethyl-penta- , octamethyltriSorbit-2,5-diacetate, 1,4:3,6-, dianhydroStannane, triphenylStearamide, Af-allyl-

60
70
80
50
79.5
79.5
79.5
60
60
90

Stearic acid, methyl ester

60

Stibine, tributyl
Stibene, dibromoStyrene, oe-bromo- , p-bromo-,dibromo- , a-ethyl- , a-methyl-

70
90
100
60
70
70
60
110
60
74
80
99

Succinic acid, diallyl ester


Succinonitrile, tetraphenylSulfonyl chloride, benzene-,/7-chloro-benzene- , p-methyl-benzene-

110
60
50
60
60
60

C s (xlO 4 )

50000
50000
2.00
3.14
3.60
1.6
7.0
0.6
1340
3600
260
370
10400
1600
4.8
12.5
17.8
5700
2200
118
9800
5.9 x 104
1.4 x 104
8.12
3.1
19.2
1200
33.4
36.8
0.23
0.230
3700
2.44
1.3
20.0
0.387
0.285
0.069
77
3.3 x 104
5.82
8.30
1.06
526
15.6
0.676
58.0
3020
10000
2000
1950
10
0.86
95
3.2
4.9
5.6
8.5
1.67
5.4
28000
4330
7650
3180

Remarks

A
A
F2
F2
F2
C
A
A
J
J
J

A, R
A, R
R
A, R
R
A, R

A, R

R
A, R

R
R
R
C
A, R
A, J
C, J
C
A
A

R
R
R

Refs.

295
295
423
423
423
449
128
128
50,121
50,121
50
50
50,121
50
446
249
249
539
539
554
539
554
539
156
249
249
539
90
90
474
554
539
90
90
249
554
554
554
569
539
173
173
441
239
141
441
156
112
172
172
112
439
431
343
98
98
98
98
431
446
89
543
543
543

TABLE 4. cont'd
Solvent/Additive
Styrene (cont'd)
Sulfonyl chloride,/?-methoxy-benzene-,methane- , phenylmethane- , a-phenyl-P-(methanesulfonyl)-ethaneTerephthalamide, NX-dimethyl-MAr'-dinitrosoTerephthalic acid, diallyl ester
Tin, tetrabutyl
Toluene

T ()
60
60
60
60
40
60
60
100
60

80

100

-,p-bromo- , m-chloro-,p-chloro- , oc-chloro-, oc,a-dichloro-, p-ethynyl-,(X- 2 Hi, toluene


-, PP- 2 H 2 , toluene
- , app- 2 H 3 , toluene
- , aaa-trichloro- , 2,4,6-trinitro/?-Toluidine
- , AW-dimethyl- , Af-methylm-Tolunitrile, a-cyanop-Tolunitrile
-,a-cyanos-Triazine, trimethylTriethylamine

Tripropylamine
Trisiloxane, octamethylUrea, l,3-bis(3,3,5,5-tetramethyl-4-nitrosocyclohexyl)Water
m-Xylene
p-Xylene
- , ot,a'-dibromo2,6-Xylenol

132
60
60
70
140
60
60
60
60
80
80
80
60
50
50
50
50
60
60
60
60
60

100
79.5
60
80
60
60
60
60
60

C s (xlO 4 )
3110
1180
3190
27600
1400
2000
4.5
3.71
0.105
0.121
0.125
0.134
0.16
0.21
0.82
1.10
2.05
0.15
0.298
0.3
0.308
0.310
0.313
0.813
0.53
0.55
0.645
0.72
0.8
1.12
1.30
1.25
0.62
1.8
1.07
1.56
50.0
72.0
0.825
0.820
0.992
57.5
14.6 x 104
78
16
11
91.4
2.07
112
0.468
1.4
3.0
7.1
7.5
24.2
0.069
14500
15000
0.006
0.31
0.78
0.84
150
110

Remarks
R
R
R
R

C
A
A, 15
C
C
15
C
C
C, F17
A
C
A
A
A, 15
A

A
A
K
C, F17
C, F17
C, F17
A
F2
F2
F2

W9
W6

F9, J
F9, J
A, R

Refs.
543
543
543
543
160
160
446
156
255
21,24,79
127
78
145
318
496
363
363
385
185
385
255
76,77
78,273
530
235
385
127
235
145
235
496
496
67
67
496
128
128
151
530
530
530
128
370,372
154
154
154
462
496
461
88
364
364
24
363,364
156
474
314
314
479
529
496
496
112
121

Remarks page 11-157; References page 11-159

TABLE 4. cont'd
Solvent/Additive
Styrene {confd)
Zinc, diethyl
- , p-chloroAnisole, p-isopropylBenzaldehyde
-,p-chloroBenzene, p-diisopropyl-

T( 0 C)
100
60
100
100
60

Benzonitrile, p-isopropylCarbon tetrabromide


Carbon tetrachloride
Cumene
-,p-bromo- , p-terf-butyl--, p-chloro- , p-iodoBenzene
- , p-methyl
Anisole, p-isopropylBenzene, p-diisopropyl-

60
60
60
60
60
60
60

Benzonitrile, p-isopropylCumene
-,p-bromo- , p-terf-butyl-,p-chloro- , pentafluoroBenzene, bromo- , chloro-,ethyl- , fluoro2-Butanone, 3-methylCumene
Furan, tetrahydro-

60
60
60
60
60

2-Pentanone, 4-methylToluene
Styrene/Styrene, p-chloroCarbon tetrachloride

60
60

Succinimide, N-vinylAcetic acid


Ethane, 1,2-dichloroValeric acid, 4-methyl-, vinyl ester
Benzene
Vinyl acetate
Acetaldehyde

Acetamide, N-butylAcetic acid

C s (xlO 4 )

Remarks

3660
3.86
1.9
9.7
3.62
7.24
8.84
52000
45
3.44
5.71
3.52
4.97

Refs.
156

A
A

F2

406
298
298
497
406
406
109
366
406
406
406
406

50

0.2

56

60
60

3.27
3.67
7.34
26.0
4.12
9.23
3.59
7.67

408
408
406
408
408
408
408
408

60
60
60
60
60
60
60

60

0
0
5.35
0.117
1.09
6.76
1.53
1.61
0.033
1.20
15
115

55
55

0.077
0.127

80

6.2

30
45
50
60

400
530
390
0.72
200
220
500
570
660
610
700
40
0.180
0.166
0.200
1.0
1.13
10
0.170

70
75
60
50
60

65

EF
EE
C, F25
C, F26

469
469
469
469
469
469
469
469
469
469
366
366
93
93
201

J
18
F2
J
J
C
19
F2
C

346
86
460
257
145
232
460
86
86
460
86
86
466
465
466
145
289
86
466

TABLE 4. cont'd
Solvent/Additive
Vinyl acetate (cont'd)
Acetic acid, allyl ester
- , benzyl ester
- , butyl ester
- , sec-butyl ester
- , tert-butyl ester
- , isobutyl ester
- , isopropyl ester

- , methyl ester
- , propyl ester
- , 1,3,3,3-tetrachloropropyl ester
- , bromo- , chloro- , cyano-, methyl ester
- , dichloro-, ethyl ester
- , phenyl- , trichloro- , ethyl ester
- , trifluoro-, ethyl ester
Acetic anhydride
Acetoacetic acid, ethyl ester
Acetone

Acetonitrile
-,phenylAcetophenone
- , 3'-hydroxy- , 3'-hydroxy-DAniline
- , AW-dimethyl- , W-methyl-,p-nitrom-Anisaldehyde
o-Anisaldehyde
/7-Anisaldehyde
Anisole
Anthracene

- , 9-phenylBenzaldehyde

T( 0 C)

60
60
50
50
60
50
60
50
50
60
67.5
75
60
50
60
70
60
70
70
60
60
60
70
60
50
60
70
60
70
75
60
60
50
60
70
45
45
50
50
50
50
60
60
60
60
20
30
40
50
60
50
60
70
75

C s (xlO 4 )

85
94
80
13.2
4.4
8.0
1.5
6.2
9.1
3.5
3.1
8.0
9.0
10
1.56
1.6
2.5
6.2
3.4
423.2
489
4450
2550
5000
210
400
1445
4400
30
8.0
80.4
1.5
11.70
12.0
25.6
42
10
2100
91.5
100
62.0
1405
1290
149
210
260
360
48600
2500
420
370
10
6.68 x 105
6.03 x l O 5
4.55 x 105
2.057 x 105
3.64 x 105
2.78 x 105
2.73 x 105
230
460
540
421
600

Remarks

F2
J
F2, J

J
J

C
C, J
C
C
J
J
C
C
C

C
C
J
J
C
J
J
F2
F2
F2
J
J
J
F2, J
J
J
J
J
J
J
J
F2
J
C,J
J

Refs.

86
86
86
208
208
86
208
232
208
208
145,232
86
86
86
145,231
145,232
86
208
145,232
389
386
389
389
86
86
86
389
86
71
86
390
86
289
145
330
184
86
86
15
86
390
51
51
15
154
154
154
15
86
86
86
86
41
41
41
15
41
41
41
145,355
86
86
390
86

Remarks page 11-157; References page 11-159

TABLE 4. cont'd
T( 0 C)

Solvent/Additive
Vinyl acetate (cont'd)
Benzaldehyde, m-chloro- , o-chloro-,p-chloro-,
- , p-cyano-,/7-isopropylBenz[A]anthracene
Benzene

ra-cyano-

60
60
60
60
60
60
50
60

70
75
- , bromo-

- , tert-butyl- , chloro-

Benzene, o-dichloro-,/7-dichloro- , m-dinitro- , 0-dinitro


- , p-dinitro-,ethyl- , nitro- , 1,3,5-trinitroBenzo[B]chrysene
Benzoic acid
- , ethyl ester
-,p-nitroBenzoic anhydride
Benzoin
Benzonitrile
- , m-hydroxy- , m-hydroxy-DBenzo[GHI]perylene
Benzophenone
Benzo[A]pyrene
Benzo[E]pyrene
p-Benzoquinone, 2,3,5,6-tetramethylBenzoyl chloride
Benzyl alcohol
Biphenyl
Borane, tributyl

50
60
70
75
60
60

70
75
75
70
45
50
45
45
50
60
50
45
50
50
60
60
50
60
60
50
45
45
50
50
50
50
45
50
70
70
50
60
10

C s (xlO 4 )

860
390
340
1070
610
540
1.17 xlO 5
1.07
1.2
1.2
2.4
2.96
20
5.27
1.4
1.40
3.6
18.9
8.0
9.2
10.0
134.2
25.2
3.61
5.6
6.8
8.0
8.35
80
2.61
12.7
42
11.8
1.05 x 106
645700
9.6 x 105
26.7 x 105
662800
55.15
100
110300
8.9 x 106
434280
2.83 x 105
50
26
245700
130
800
40.6
820
805
1.82 xlO 4
286
3.06 x 105
8400
9.5 x 105
366
300
556
263
6.4
9000

Remarks

J
J
J
J
J
J
J
J
C
C
J
C
W7
W15
C
C
W7
W15
J
C
C
C
C
C, J
C, J
C, J
J
C, J
J
J
J
J
J
J
J
J
J
J
J
C
C

Refs.

86
86
86
86
86
86
41
263
86
294
80
289
294
390
86
263
184
15
265
265
265
389
184
289
265
265
265
289
86
389
184
184
389
28
15
28
28
15
289
86
15
28
15
41
86
86
15
86
86
15
51
51
370
15
41
370
27
15
389
390
15
132
191

TABLE 4. cont'd
Solvent/Additive
Vinyl acetate (cont'd)
Butane, 1-bromo- , 1-chloro- , 1-iodo2,3-Butanedione
2-Butanone
-, 3-methyl1-Butene, 3-chloro-3-methyl2-Butene, l-chloro-3-methyll-Buten-3-yne
Butyl alcohol
sec-Butyl alcohol
tert-Butyl alcohol

Butyl ether
3-Butyn-2-ol, 2-methylButyraldehyde

T( 0 C)

60
70
60
60
60
60
75
60
50
50
60
60
70
60
70
75
60
70
60
60
40

60
Butyric acid, ethyl ester
- , methyl ester

70
50
60

Carbon tetrabromide

60
70

Carbon tetrachloride

0
20
45
60

Chloral

Chloral hydrate
Chloroform

2-Chloro-3-(methyl-14C)-lbutene(4-14C)
3-Chloro-2-pentene-(2,4-14C)

70
75
60
70

70
30
60

70
50
50

C s (xlO 4 )

50
1100
10
800
670
73.80
165
118.16
28900
4300
0
20.0
20.39
29.1
31.74
6.21
95.0
0.46
0.5
1.3
12.1
76
400
440
510
590
670
650
1000
388
45
18
19
7.39 x 106
28740
1500
4700
7600
800
1300
4700
6700
7300
8000
9000
9600
10000
10500
10700
2023
10500
5000
4927

4312
100
140
125.18
130
150
160
170
554
3980
628

Remarks

C
F2, J
C
F2
F2
J
19
C
C
C
19
C,J
J
W8
W7
W15

C
C
F2
C
E
J
Ql
Q2
Q3
Q4
F2
Q5
Q6
J
Q7
Q8
C
J
C

19
J
F2
C
F2
F2

Refs.

86
389
86
86
86
289
184
289
152
152
232
145
289
390
289
390
184
289
145
86
390
86
86
500
500
500
500
232,355
86
390
71
145,232
86
109,145
389
346
309
86
10
10
10
10
86
10
10
86
210
10
10
389
86
86
389

389
345
346
289
145
86
210
86
389
509
509

Remarks page II-157; References page 11-159

TABLE 4. cont'd
Solvent/Additive
Vinyl acetate (cont'd)
Chrysene
w-Cresol
m-Cresol-D
p-Cresol
p-Cresol-D
Crotonaldehyde
Cumene

Cyclohexane

T( 0 C)

50
45
45
45
45
60
60
70
75
60

-,methyl-

60

1,3-Cyclohexanedione, 5,5-dimethylCyclohexanol
Cyclohexanone

70
70
60
75
60

Cyclohexene
Dibenz[a,h]anthracene
Dibenzo[def,mno]chrysene
1,2,3,4-Dibenzpyrene
Diethylene glycol
Diethylphosphonate

p-Dioxane
Diphenylamine
Diphenylamine-D
Diphenylamine-T
Ethane, 1,1-dibromo- , 1,2-dibromo- , 1,1-dichloro- , 1,2-dichloro-,
-,
-,
-,
-,

75
50
40
50
60
50
70
60
60
60
60
60
70
50
60
60
60
60
70
60
60

1,2-dichlorohexachloropentachloro1,1,2,2-tetrabromo1,1,2,2-tetrachloro-

70
70
70
60
60

- , 1,1,1-trichloro- , 1,1,2-trichloro1,1-Ethanediol, diacetate


Ether, benzyl methyl
- , bis(2-chloroethyl)
- , dodecyl vinyl

70
60
60
60
60
70
60

-,ethyl
Ethyl acetate

60
20
40
50
60

C s (xlO 4 )

3360
375
85
710
130
1800
89.9
100
139
356
6.59
7.0
100
11.75
24
5580
127
180
670
620
1600
770
8.7 x 104
156.5 x 104
129.2 xlO 4
105.4 xlO 4
73.6 x 104
85.3
350
910
830
730
20
49.1
138
240
170
230
1100
134
65
5
7
7.18
10.2
1210
1348
6000
107.03
160
67.72
71.11
35.98
40
280
245
57.2
73.5
45.3
1.52
2.11
2.9
12
1.07

Remarks

J
J
J
J
J
J
C
C
19
F2
C
C
F2
C
J
F2
J
J
J
J
J
J
C
Fl
F2
F2
F2
F2
C

C
19
C
C
C

F2, J
C
C
C
C

Refs.

370
51
61
51
51
355
289
7,86
390
184
289
145
86
289
86
390
390
86
184
86
86
86
370
41
41
41
41
390
571
571
571
571
86
390
15
46
46
46
86
389
86
86
145
289
389
389
389
86
289
86
389
289
289
86
86
389
4
4
4
328
328
208
71
289

TABLE 4. cont'd
Solvent/Additive

T( 0 C)

Vinyl acetate (cont'd)


Ethyl acetate (cont'd)

Ethyl alcohol
Ethylene, tetrabromo- , tetrachloro- , tribromo- , trichloroEthylene glycol
Fluorene
- , 9-phenylFormamide, N9N, -dimethylFormic acid, ethyl ester
- , methyl ester
2-Furaldehyde
Furfuryl alcohol
Germane, diethylchloro- , dimethylchloro- , triethyl-,triphenylGlycolic acid, methyl ester
Heptane
1-Heptanol, 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluorol,5-Hexadien-3-yne
Hexanoic acid, 2-ethyl-, ethyl ester
Hydroquinone
- , 2,5-di-terf-butyl- , 2,6-dimethyl- , tetramethylIsobutyl alcohol
Isobutyric acid
Isobutyric acid, ethyl ester
-, methyl ester
Isobutyronitrile
Isopropyl alcohol
Lactic acid, ethyl ester
-, methyl ester
Laurie acid, ethyl ester
Malonic acid, dimethyl ester
/?-Mentha-l,8-dene
Mesitol
Methane, bromotrichloro-

- , dichloro- , iodo- , nitro-,tribromo- , triphenylMethanol

C s (xlO 4 )
1.25

70
60
70
70
70
70
70
70
60
70
70
60
50
60
60
70
60
60
60
60
60
50
60
60
50
50
50
50
50
60
70
60
50
60
60
70
60
60
50
60
60
50
25
60
70
60
70
60
75
70
60
10
60

2.6
2.96
3.3
3.4
7.8
25
26.3
2800
465
34720
3810
83.0
4700
3610
16240
50
22
3
15000
2520
7800
86600
4500
56000
300
17.0
33.3
0
65
7000
38000
29000
74000
21.75
32.4
5.02
160
58
71
86
100
44.6
700
640
105
17
1900
5000
> 104
6000
>4xlO5
6303
4
1230
2300
2600
34760
700
9.0
10.0
10.5
3.4
2.26

Remarks

C
F2
C
C
C
C
C
C, J
J
C,J
C
C
J
C, J
A, R
A, R
A, R
A, R
F2
C
J
J
J
J
C
C

C
C
J
J
D, S
C
C
C
C
F2, J
J
C

Refs.

80

145,232
328
86
420
390
86
390
389
389
389
389
390
86
390
390
86
71
86
86
390
539
539
539
539
86
208
442
232
71
338
338
338
338
289
390
289
71
145,232
420
86
86
390
86
86
71
86
86
338
39
39
39
389
86
389
86
86
389
45
5
5
5
190
145,231

Remarks page II-157; References page 11-159

TABLE 4. cont'd
Solvent/Additive

T (0C)

Vinyl acetate (cont'd)


Methanol (cont'd)
Naphthacene
Naphthalene

70
50
50

- , decahydroNaphtho[l,2,3,4-def]chrysene
Nonanoic acid, ethyl ester
2,6-Octadiene, 2,7-dichloro- , 2,6-dimethyl-

70
60
50
50
50
60

Octanoic acid, ethyl ester


Oleic acid, methyl ester

50
60

Oxalic acid, diethyl ester


- , dimethyl ester

90
30
60
60

Paraldehyde
Pentane, 2,2,4-trimethyl2,4-Pentanedione
1-Pentanol, n 2,2,3,3,4,4,5,5-octafluoro2-Pentanone, 4-methyl3-Pentanone

70
50
60
60
60
60

Pentyl acetate

70
75
75
50
50

Orthoformic acid, trimethyl ester

Pentyl alcohol
Perylene
Phenanthrene

Phenol

70
45
50
60

- , m-chloro-,p-chloro- , p-nitro- , 2,3,4,6-tetramethylPhenol-D


-,m-chloro-,p-chloro-,2,3,4,6-tetramethylPhosphorus trichloride
Propane, 2-bromo-2-methyl- , 2-chloro-2-methyl
1-Propanol, 2,2,3,3-tetrafluoro1-Propene, 3-chloro- , 3-chloro-2-methylPropionaldehyde

45
45
50
45
45
45
45
45
60
60
60
60
60
60
60

Propionic acid, ethyl ester


- , methyl ester

70
50
60

Pyrene
Pyrocatechol, 4-(l,l,3,3,-tetramethylbutyl)Pyrogallol
Salicylic acid
Silane, dimethylphenyl-

50
50
50
70
60

C s (xlO 4 )

4.3
6.0
5.5
8.62 x 106
1150
1457
1715
48
1.35 x 105
80
3200
430
700
70
217
1000
358
7.6
8.0
4.0
1.0
2.0
136
8.0
10
26.1
34.52
10.0
114.39
7.2
87.0
56
2.88 x 105
870
5600

3380
215
120
600
205
400
8.86 x 104
1.13 x 104
35
70
80
800
1.5 x 104
150
26
7.11
3100
400
950
1000
457
40
23
26
11500
11000
50000
296
2200

Remarks

J
J
C,J
J
C
F2
C
J

C
F2
19
C
C
C
J
J

C,J
J
J
J
J
J
J
J
J
J
C, D
F2
J
J
F2
C
C
J
J
J
C
A, R

Refs.

320
86
320
370
370
15
390
86
41
71
152
324
7
71
441
86
441
345
346
86
86
145,232
390
208
86
442
289
145
289
390
184
184
41
370
15

390
51
15
86
51
51
15
51
51
51
51
51
214
86
86
442
86
86
86
86
390
71
232
420
370
338
338
390
539

TABLE 4. cont'd
Solvent/Additive
Vinyl acetate (cont'd)
Silane, methyldichloro- , trichloro- , triethyl- , triphenylStearamide, N-allylStearic acid, ehtyl ester
- , methyl ester
Succinic acid, diethyl ester
- , dihexyl ester
- , dimethyl ester
m-Tolualdehyde
p-Tolualdehyde
Toluene

T( 0 C)

60
60
60
60
90
50
60
60
60
60
60
60

75
80
50
70
70
60
70
75
50
50
50
50
50
50
60
50
60
50
70
75
60
60
60

280
290
400000

Q(3)
Q(3)
Q(3)

511
511
511

50
60

20
20

R
R

541
541

60
60
60
60
60

5400
8600
12000
2000
4000

A, R
A, R
A, R
A, R
A, R

539
539
539
539
539

C, Q(I-2)

572

60
70

Triphenylene
Veratraldeyhyde
Xylene
Vinyl chloride
Carbon tetrachloride
Chloroform
Bromotrichloromethane
Vinylidene chloride
Af-Methylpyrolidone
2-Vinylpyridine
Silane, diethylchloro- , Methyldichloro-,trichloro-,triethyl-,triphenylVinyltrimethylsilane
Bromoform

Refs.

A, R
A, R
A, R
A, R
C, J
C

60

Toluene, p-nitrop-Toluidine
-, N,Ar-dimethyl-, AT-methylToluonitrile
Triethylamine

Remarks

5800
8800
1200
2700
620.1
140
38.2
41
40
31
570
440
3.3
12.0
14.9
100
123
17.8
20.75
20.89
21.6
34
35
49.0
69.0
21.1
21.8
29.2
66
91.6
20.6
92.86
195
450
584
118
106300
750
380
830
38.3
360
370
160
550
14.9
278
166

50

- , bromo- , o-chloro-,p-chloro- , a-chloro-

C s (xlO 4 )

1200000

J
J
R
C
R
C
J
F2
W15
R
C
C
C
C
J
C
C
F2
F2
F2
F2
J
J
J
C
C

539
539
539
539
173
71
441
420
420
420
86
86
158
15
357
71
71
357
80
21,59,289
357
86
86
265
265
357
390
357
184
273
15
389
389
86
389
184
15
154
154
154
15
154
24,145
370
86
15
390
184

Remarks page 11-157; References page 11-159

TABLE 5. TRANSFER CONSTANTS TO SULFUR COMPOUNDS


Modifier
Acrylamide, A/-octadecyl-/acrylonitrile (1:1 mol ratio)
1-Dodecanethiol
Acrylic acid
1-Dodecanethiol
- , methyl ester
1-Butanethiol

J( 0 C)

Cx

Remarks

Refs.

60

0.539

C, F24

174

45

1.9

C, F31

549

Ethanethiol

30
60
50

2-Propanethiol

60

1.53
1.69
0.78
0.94 0.07
1.65 0.12
1.57 0.09
1.57 0.18
1.79
5.00
0.544
0.668
0.700
0.656

A
A
Ql
Ql
Q2
Q3
Q4
Q2
Q3
Ql
Q2
Q3
Q4

Acrylonitrile
1-Dodecanethiol
Hydrogen sulfide
Methyl sulfoxide

Methyl tetrasulfide
p-Toluenethiol
Acrylonitrile/1,3-butadiene (10-90%)
1-Hexanethiol,
- , 1,1,3,3,5,5-hexamethyl1-Pentanethiol,
- , 1,1,3,3-tetramethylAcrylonitrile/1,3-butadiene (20-80%)
1-Hexanethiol
- , 1,1,3,3,5,5-hexamethyl1-Pentanethiol
- , 1,1,3,3-tetramethylAcrylonitrile/1,3-butadiene (30-70%)
1-Hexanethiol
- , 1,1,3,3,5,5-hexamethyl1-Pentanethiol
- , 1,1,3,3-tetramethylAcrylonitrile/styrene (38.5-61.5 mol%)
1-Pentanethiol
- , 1,1,3,3,4-pentamethylButadiene
Xanthogendisulfide, dibutyl- , diethyl- , di-2-ethylhexyl- , di-isopropyl1,3-Butadiene
1-Butanethiol, 1,1,3,3-tetramethyl1-Octanethiol
- , 1,1,3,3,5,5,7,7-octamethyl1-Tetradecanethiol
1,3-Butadiene/styrene
1-Dodecanethiol
Formic acid, thio-, dithiobis_, _, _, ao'-dibutyl ester

50
50
20
30
40
50
80
50
5

0.73
0.13
0.1
0.47
0.0000812
0.11
0.29
0.795
0.69
0.97

C, F8
E

397
69,397
330
478,507
478,507
508
330,509
330
330
477
477
477
477
378
378
248
196
458
404
197
375
85
378

1.5

C, H

380

53.3

C, H

380

1.2

C, H

380

2.1

C, H

380

1.1

C, H

380

1.8

C, H

380

50

1.02

C, H

380

60
60
60
60

6.9
8.1
7.5
8.3

J
J
J
J

532
532
532
532

5
50
5
50

5.3
3.7
21.8
16.0
19.0
3.0
19.5

H
H
H
H
H
H
H

242
242
242
242
243
242
242

50
50
5

0.66

B, H, J

384

2.42

B, H, J

383

TABLE 5. cont'd
Modifier

T( 0 C)

1,3-Butadiene/styrene {cont'd)

- , - , ao'-diisopentyl ester

-5
50
5
-5
5
50
5
-5
50
5
50
5
50
5
-5
50
5

- , - , - , 0,O'-diisopropyl ester

-5
50
5

- , - , - , O,O'-di-sec-butyl ester
- , - , - 0,O'-dicyclohexyl ester
_, _, _, 0,0'-diethyl ester
- , - , - , 0,O'-diheptyl ester
- , - , - , 0,6>'-dihexyl ester
- , - , - , 0,O'-diisobutyl ester

- , - , - , 0,O'-dimethyl ester
- , - , - , 0,O'-dineopentyl ester
- , - , - , 0,0'-dioctyl ester
- , - , - , 0,O'-dipentyl ester
- , - , - , 0,0'-dipropyl ester
1-Heptanethiol
- , 1,1,3,3,5,5,6-heptamethyl1-Hexanethiol
- , 1,1,3,3,5,5-hexamethyl1-Octanethiol
- , 1,1,3,5,5,7,7-octamethyl/7-Dioxin, 2,3-dihydro/maleic anhydride
1-Butanethil
Ethylene
1-Butanethiol
Ethyl sulflde
Methyl sulfoxide
2-Propanethiol, 2-methylSulfur hexafluoride
Methyl methacrylate
Acetic acid, dithiodi-, diethyl ester
- , mercapto-, methyl ester
Acetophenone, 3'-mercapto- , 4'-mercapto-

-5
50
5
-5
50
5
50
5
50
5
-5
50
5
-5
50

Cx
1.75
5.34
1.65
1.565
1.78
3.71
8.43
4.23
16.04
0.41
1.12
0.74
1.78
1.87
1.573
6.43
1.21
7.0
1.85
4.38
2.83
3.4
12.5
0.40-1.31
0.80-3.01
1.40-3.70
1.80-3.50
1.80-6.0
9.78
1.185
9.78
16.43
15.86
27.04
1.01
3.40
0.23
0.64
1.45
1.70
3.20
4.42
1.815
9.20

Remarks
H
C, H, J
B, H, J
H
B, H, J
C, H, J
B, H, J
H
C, H, J
B, H, J
C, H, J
B, H, J
C, H, J
B, H, J
H
C, H, J
B, H, J
B, H, J
H
C, H, J
B, H, J
B, H, J
B, H
B, H, J,
B, H, J,
B, H, J,
B, H, J,
B, H, J,

Refs.
180
382

H
C, H, J
B, H, J
H
C, H, J
B, H, J
C, H, J
B, H, J
C, H, J
B, H, J
H
C, H, J
B, H, J
H
C, H, J

180
383
383
383
180
382
383
382
383
382
383
180
382
383
341
180
382
383
341
100
100
100
100
100
100
179
180
382
383
180
382
383
382
383
382
383
180
382
383
180
382

GG4
GG3
GG2
GGl
GG5

0.64

B, H, J

384

1.22
4.1
2.7-4.7

B, H, J
H
H

384
54,55
54

0.34

B, H, J

384

169

C, W5
C, W5
C, F21, W5
C, W5
C, F21, W5

457
454
259
457
259

60
130
130
130
130
130
60
60
45
45

6300
5.8
0.027
12
15.0
0.0000
0.00065
0.63
4.2
2.6

86
274
30
30

Remarks page II-157; References page 11-159

TABLE 5. cont'd
Modifier
Methyl methacrylate {cont'd)
Anisole, 4,4'-dithiodip-Anisoyl disulfide
Benzenesulfonic acid
- , compound with pyridine
- , thio-, S-phenyl ester
Benzenethiol
- , m-bromo- , /7-bromo- , m-chloro-,p-chloroBenzoyl disulfide
Benzyl disulfide
Benzyl sulfide

J( 0 C)
50
60
60

0.0044
0.0052
14.6

60
60
45
60
70
45
45
45
45
60
25
50
60
25
50

0.00365
0.0196
4.7
2.7
15
3.8
5.6
3.5
4.6
10.0
0.134
0.016
0.00627
0.0183
0.0098
0.0098
0.00154
0.0040
0.0039
0.084
0.021
0.66
0.67
0.008
0.22
0.09
0.35
0.33
0.21
0.13
0.55
0.00007
0.00258
16.7
0.0046
0.0098
10.0
0.0072
0.0117
290
0.0115
694
0.0176
0.0508
0.0127
0.0193
0.7
0.55
0.42
0.33
0.17
0.15
0.43
0.62
0.40
0.00013

Benzyl sulfone
Benzyl sulfoxide
Benzyl tetrasulfide
Benzyl trisulfide
1-Butanethiol

60
50
50
50
50
60

Carbanilide, thio-

50

_, _, 4,4/-bis(dimethylamino)- , - , 4,4'-dichloro- , - , 3,3/-dimethoxy-, -, 3,3'-dimethyl- , -, 4,4'-dimethyl- , - , 3,3'-dinitroCarbon disulfide


2,13-Dioxa-7,8-dithia-3,12-disila-tetradecane, 3,3,12,12-tetrameth oxyDisulfide, bis(p-bromobenzoyl)- , bis (p-bromophenyl)-

50
50
50
50
50
50
60
79.5
60
50
60
60
50
60
60
70
60
50
60
50
60
60
70
80
90
50
70
50
60
70
60

- , bis(p-chlorobenzoyl)- , bis(p-chlorophenyl)-,
-,
-,
-,

bis(p-cyanobenzoyl)bis(dimethylthiocarbamoyl)bis(p-nitrobenzoyl)bis(onitrophenyl)-

- , bis(/?-nitrophenyl)1-Dodecanethiol

Ethanethiol, 2-amino-, hydrochloride


Ethanol, 2-mercaptoEthyl disulfide
Formamidine, A^Af'-diphenyl- , - , U'-dithiobisMethyl sufoxide

Cx

50
60

0.22
0.0000071

Remarks

Refs.
285
285
369

F2
D
F2

F2, J
F2, J
A
F2
C, F2
C, F2
C, F2
C, F2
C, F2
C, F2
C, F2
A

F7
F7
F2
F2
C, F2
A

490
491
30
274
566
30
30
30
30
369
368
354
368
368
252
354
368
252
252
354
354
274
69,397
251
251
251
251
251
251
251
251
288
474
369
285
285
369
285
285
369
104
369
285
285
285
285
573
573
573
573
473
473
473
274
473
310
251
438

TABLE 5. cont'd
Modifier
Methyl methacrylate (cont'd)
2-Naphthalenethiol
1-Penthanethiol
Phenyl disulfide

Phenyl disufone
Phenyl sulfide
Phenyl sulfone
Phenyl sulfoxide
1-Propanethiol, 3-[l,3,3,3-tetramethyl-l-(trimethylsiloxy)disiloxanyl]- , 3-(trimethoxy)2-Propanethiol
- , 2-methylPropionic acid, 3-mercaptoSulfide, benzoyl dimethylthiocarbamoyl
Sulfur
Thiosulfuric acid, S-butyl ester
- , - , sodium salt
- , S-isopropyl ester
- , - , sodium salt
- , S-phenyl ester
- , - , compound with pyridine
- , - , potassium salt
- , S-propyl ester
- , - , sodium salt
m-Toluenethiol
p-Toluenethiol
a-Toluenethiol
p-Toluoyl disulfide
p-Tolyl disulfide
Styrene
Acetic acid, dithiodi-,
-,
-,
-,
-,
-,

-,
-,
-,
-,
-,
-,

diethyl ester
dimethyl ester
mercaptobutyl ester
ethyl ester
methyl ester

- , phenyl- , - , /?,/?'-dithiodi- , thio


Aniline, 2,2' dithiodi-

-, 4,4'-dithiodi- , N-dodecyl-, 4,4'-dithiodiAnisole, 2,2'-dithiodi- , 4,4'-dithiodi- , p-methyl-, a,a'-dithiobis-

T( 0 C)
45
60
50
25
50
60

Cx

Remarks

Refs.

60
25
50
60
50
50
79.5
79.5
60
60
50
70
20
60
44.1
50

1.3
3.1
0.8
0.0174
0.0038
0.0007
0.00176
0.0085
0.0110
0.0003
0.00554
0.0064
0.00132
0.0006
0.0013
0.128
0.693
0.38
0.18
0.39
0.38
5.5
0.08
1.3
0.075
0.106

60

0.00226

490

60

0.00167

490

60
60

0.374
0.00537

490
490

60
45
45
50
60
50
60

0.00190
4.7
7.4
0.027
11.0
0.0031
0.0044

490
30
30
354
369
285
285

50
99
60
99
99
50
60
60
99

< 0.005
0.2
0.015
0.1
>14.0
26.0
58.0
0.63
27.6

50
99
25
50

0.24
>14.7
3.8
3.0
3.4
3.0
0.24
0.21
3.0
0.18
0.021

75
50
50
50
50
99

H
D

A
A
D

F2
F2
D
A
C
F2, J

F2, J

J, R
A
A

30
274
344
368
285
310
368
285
491
491
368
252
368
252
252
474
474
274
274
473
473
280
280
118
194
354

297
96
86
96
96
146
126
323
96
89
96
297
297
297
297
89
89
89
89
96

Remarks page 11-157; References page 11-159

TABLE 5. cont'd
Modifier
Styrene {cont'd)
/7-Anisoyl disulfide
Anthranilic acid, 4,4'-dithiobisArylbenzene thiolsulfonate
- , /?-chloro
- , p-methoxy- , p-methylBenzenesulfonic acid
- , compound with pyridine
- , thio-, S-phenyl ester
Benzenethiol
- , o-ethoxy-,p-ethoxyBenzene thiosulfonate
- , aryl-p-chloro- , aryl-p-methoxy- , aryl-p-methyl
2-Benzimidazolethiol
Benzoic acid, 2,2/-dithiodi- , - , diethyl ester
- , -,dimethyl ester
-, 4,4'-dithiodi- , - , diethyl ester
- , o-mercapto- , -, methyl ester
-,thioBenzothiazole, 2,2/-dithiobis-

- , 2,2'-thiobis2-Benzothiazolethiol
Benzo[B]thiophene, 4,5,6,7-tetrahydro-4(2-thienyl)Benzoyl disulfide

Benzyl alcohol, ^o'-dithiobis-,/vAdithiobisBenzyl diselenide


Benzyl disulfide

T( 0 C)
60
50
60
60
60
60

96.0
3.0
0.95
2.22
1.872
1.237

60
50
60
99
99
99

0.00617
1.60
1.67
0.08
25.1
0.13

60
60
60
99
50
50
99
50

2.597
1.475
1.099
0.21
0.01
< 0.005
0.2
0.11
0.17
0.11
>14.7
17.0
6.23
2.3
2.1
2.3
2.4
2.73
< 0.005
0.03
0.26
0.011
< 0.005
0.010
0.0107
36.0
0.11
0.58
0.09
2.0
0.02
0.03
0.00878
0.01
0.011
0.548
0.069
0.00335
0.052
0.051
5.4
13.2
21.0
22.0
25
15.0
17.0
15.4

50
99
99
99
25
50
75
99
50
50
99
60
50
60
99
50
50
60
50
60

Benzyl sulfide
Benzyl sulfone
Benzyl sulfoxide
1-Butanethiol

Cx

99
25
50
60
50
50
25
60

70
80
99

Remarks

R, F2
R, F2
R, F2
R, F2
A
A

R, F2
R, F2
R, F2

A
D

D, Ql
D
A
A
A
A

Refs.
369
89
544
544
544
544
490
491
491
96
96
96
544
544
544
96
89
89
96
297
89
89,297
96
96
96
297
297
297
297
96
297
297
96
419
89
545
304
369
96
89
297
128
89
297
368
128
96
368
252
368
252
252
340
340
395
69,397
131
395
395
96

TABLE 5. cont'd
Modifier
Styrene (cont'd)
1-Butanethiol, 1,1,3,3-tetramethyl-

1-Butanethiol-D

Butyl disulfide

sec-Butyl disulfide
tert-Butyl disulfide
Butyl sulfide
tert-Butyl sulfide
Carbanilic acid, /?,/?'-dithiodi-diethyl ester
Carbon disulfide
Carbonic acid, dithio- , - , S,S'-bis(carboxymethyl)ester
- , trithio- , - , S,S'-bis(carboxymethyl) ester
1-Decanethiol
2,13-Dioxa-7,8-dithia-3,12-disilatetradecane, 3,3,12,12-tetramethoxyDiphenyldisulfide
Disulfide, bis(/?-bromobenzoyl)
- , bis(a-bromo-o-tolyl)
- , bis(/?-chlorobenzoyl)
- , bis(chlorobenzyl)
- , bis(2-chloroethyl)
- , bis(a-chloro-o-tolyl)
- , bis(>-cyanobenzoyl)
- , bis(diethylthiocarbamoyl)
- , bis(dimethylthiocarbamoyl)

T( 0 C)

5
50
60
70
80
25
55
60
99
150
50
50
60
60
60
50
60
50
50
80
80
79.5
60
60
50
60
50
50
50
60
60
60
70
80
95
115
130

- , bis(2-ethylhexyl)
- , bis(A^ethyl-A^phenylthio-carbamoyl)
- , bis(l-methylheptyl)
- , bis(morpholinothiocarbonyl)
- , bis(l-naphthylmethyl)
- , bis(/?-nitrobenzoyl
- , bis(o-nitrophenyl)
- , bis(l-phenylethyl)
- , bis(P-(2-pyridyl)ethyl)
- , bis(2,3,5,6-tetramethylphenyl)
- , bis(2,4,6-triisopropylphenyl)
1-Dodecanethiol

50
60
99
60
99
60
50
50
50
50
50
60
70
70
90
100
110

Cx

5.5
6.4
4.3
5.2
4.0
7.0
0.00079
0.00154
0.0024
0.0068
0.022
< 0.005
< 0.005
0.00014
0.0022
0.025
0.24
0.00066

Remarks

H
H
H
A
A
A

0.36
0.21
4.3
4.2
0.0118
0.147
745
1.0
196
< 0.005
0.01
1.3
3190
0.724
1.11
0.0136
0.568
0.620
0.780
0.860
0.939
1.035
0.984
1.150
< 0.005
1.75
0.0104
6.1
0.033
6650
<0.005
0.03
0.73
0.12
14.8
19.0
19
0.69
1.3
13.0
26.0

Refs.

242
222
242
395
395
395
448
448
304
96
359
89
89
304
304
304
89
288
297

C3, H
C3, H

J
J
J

C3, H
C3, H

297
574
574
474
546
369
297
369
297
297
297
369
286
286
104
40
481
481
40
40
481
40
481
297
286
96
286
96
369
89
89
297
297
89
69,126
59
562
574
574
156
156

Remarks page II-157; References page 11-159

TABLE 5. cont'd
Modifier
Styrene (cont'd)
terf-Dodecanethiol
Ethanethiol
Ethanol, 2,2'-dithiodi- , - , di(chloroacetate)
Ether, ethyl 3-mercaptopropyl
Ethyl disulfide
Formamidine, AW-diphenyl-, l,l'-dithiobisFormic acid, thio-, dithiobis, 0,0'-diisopropyl ester
1-Heptanethiol
1-Hexanethiol
- , 1,1,3,3,5,5-hexamethylHexyl disulfide
Hydrogen sulflde
Isobutyl disulfide
Isopropyl disulfide
Lauryl disulfide
Lepidine, 2,2-dithiodiMesityl disulfide
Methyl disulfide
Methyl sulfoxide

T( 0 C)

70
90
90
50
50
50
60
100
99
50
50
99
99
99
25
50
75
99
70
60
60
60
50
50
60
40
50

60
Morpholine, 4,4'-dithiodi1-Naphthalenemethanethiol

1-Naphthalenethiol
2-Naphthalenethiol
1-Naphthoyl disulfide
1-Naphthyl disulfide
2-Naphthyl disulfide

1-Octadecanethiol
Octadecyl disulfide
1-Octanethiol
- , 1,1,3,3,5,5,7,7-octamethyl2-Octanethiol
1,4,5-Oxadithiepane
1-Pentanethiol
Phenetole, 2,2'-dithiodi- , 4,4'-dithiodiPhenyl disulfide

50
25
50
75
99
99
99
50
99
25
50
75
99
99
99
5
50
50
99
150
50
99
99
50
60

Phenyl disulfone
Phenyl sulfide

50
60
25
50
60

Cx

1.5
1.5
1.6
17.1
< 0.005
<0.005
14.1
21.0
13.7
0.0045
6.72
5.3
7.5
15.1
15.3
3.2
2.9
2.4
0.0104
5.0
0.0020
0.00066
0.00023
0.04
0.69
0.0094
0.0000693
0.548

0.0000242
0.000048
< 0.005
12.7
18.3
15.7
24.6
0.15
0.18
0.34
1.57
0.17
0.19
0.29
0.36
14.7
0.024
19.3
23.0
19.0
4.7
3.2
0.057
20.0
0.075
0.33
0.06
0.102
0.0103
0.111
0.147
0.022
0.025
0.0325
0.056
0.00548

Remarks

C3, H
C3, H
C3, H

C, F2

H
H
H
H
A
H

A
A
A
A
D

Refs.

574
574
574
331
297
297
126
69
69
96
251
297
96
96
96
297
297
297
96
145
304
304
128
89
89
304
458
375

429
438
297
297
297
297
96
96
96
89
96
297
297
297
96
96
96
339
242
242
242
96
359
344
96
96
297
491
368
491
285
491
491
368
252
368

Next Page

TABLE 5. cont'd
Modifier
Styrene (cont'd)
Phenyl sulfone
Phenyl sulfoxide
1-Propanethiol, 3-(trimethoxysilyl)2-Propanethiol, 2-methyl-

T( 0 C)

50
50
79.5
50
60
60
100

Propionic acid, 3,3-dithiodi- , - , dipropyl ester


- , 2-mercapto- , 3-mercaptoPropyl disulfide
Pyridine, 2,2'-dithiodiQuinoline, 2,2'-dithiodiSulfide, ethyl 2,4-diphenylbutyl
- , ethyl phenethyl
1-Tetradecanethiol
Thiosulfuric acid, S-butyl ester
- , - , sodium salt
- , S-isopropyl ester, sodium salt
- , 5-phenyl ester
- , - potassium salt
- , 5-propyl ester, sodium salt
p-Toluenethiol
a-Toluenethiol
-,/7-methoxy/7-Toluoyl disulfide
o-Tolyl disulfide

p-Tolyl disulfide
2,6-Xylyl disulfide
Vinyl acetate
Acetic acid, dithiodi- , - , diethyl ester
Acetic acid, ithio- , - , S-(2-hydroxyethyl)ester, acetate
Acetyl disulfide
1-Butanethiol
Butyl disulfide
Butyl sulfide
1,4,5-Oxadithiepane
Sulfur
oc-Toluenethiol
Thiol acetate

Cx

0.021
0.024
5.90
4.0
3.1
3.7
4.6
1.8
2.3

Remarks

Refs.

A
A

252
252
474
344
261
69,126
59
261
69,126

297
178
178
297
304
89
89
331
331
242

H
A
A

50
50
60
50
50
50
50
50

< 0.005
7.7
9.4
6.0
0.00234
0.01
0.05
30.0
7.15
19.0

60
60

0.173
0.407

490
490

60
60
99
99
99
60
25
50

0.763
0.150
0.07
25.5
26.0
46.3
0.22
0.23
0.28
0.32
0.11
0.15
0.69

490
490
96
96
96
369
297
297
297
297
297
96
297

1.41
1.5

86
351

75
50
99
50

60

60
60
60
60
60
60
45
70
60

0.0132
0.29
48.0
1.0
0.026
0.25-2.5
470.0
0.885
0.186

J
J
J
J
J
C
F20

140
86
140,397
86, 351
351
351
28
390
575

C. REMARKS
A.
B.
C.

D.

Thermal initiation
Hydroperoxide initiation
Peroxide initiation
C1.
Ammonium persulfate
C2.
Potassium persulf ate
C3.
Sodium persulf ate
Photoinitiation

E.
F.

y-Ray initiation
Solution polymerization in:
Fl.
Acetonitrile
F2.
Benzene
F3.
Butyl acetate
F4.
Butyl chloride
F5.
Chlorobenzene
References page 11-159