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PHYSICAL PROPERTIES OF
OF
CHEMICAL COMPOUNDS
CHEMICAL COMPOUNDS
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.fw001
R. PEPINSKY
THE GROTH INSTITUT~
Number fifteen of
Number fifteen of the
the Advances
Advances inin Chemistry
Chemistry Series
Series
Edited by
Edited b y the
the staff
staff of
of Industrial and Engineering
Industrial and Engineering Chemistry
Published
P u b l i s h e d June
J u n e 1955
1955 by
by
AMERICAN
A M E R I C A N CHEMICAL
C H E M I C A L SOCIETY
SOCIETY
1155
1155 Sixteenth Street, N.W. N.W.
Washington,
W a s h i n g t o n , D. C.
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.fw001
1955 by
Copyright 1955 by
AMERICAN CHEMICAL SoCIETY
AIIERlcAN CHEMICAL SOCIETY
AU Rights
All Rightll Ruerv«l
Reserved
Physical Properties
Of Chemical Compounds
R. R. Dreisbach
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001
(nu - d/2): Refractivity intercept equals refractive index minus one half the density,
both at the same temperature, 20° C.
D: Dielectric constant run at a frequency of 1()6 (cycles/sec.) and at 25° C. unless other-
wise noted. When reported as data of The Dow Chemical Co., error about
±0.005. Where Reference 5 is noted it was obtained by squaring the refractive
index at 20° C.
A, B, C: Constants of the Antoine vapor pressure equation for the liquid state, giving P
(pressure) in mm. and t (temperature) in ° C. This is in the range between the
temperatures as indicated. These temperatures in general are the boiling point at
30 mm. to a TR of 0.75 to 0.80. See method of obtaining A, B, C on page 6.
Antoine equation: log P = A - B/(t + C)
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001
A·, B*, K, c, tk, tx: Constants of the saturated vapor density equation
log dy(g./ml.) = A* - B·/(t + C) to the temperature tk
log dy(g./ml.) = A· - B·/(t + C) + K/(1.1 Tc - 273.2 - t) + c
from temperature h to a reduced temperature, Ta, of 0.92
tk = Temperature at which it is necessary to change from the simple vapor density
equation to the corrected vapor density equation in the higher ranges, ° C.
tk = tx + K/c and tx = (1.1 Tc - 273.2)° C.
A* and B· where the ls.tent heat at the atmospheric boiling point is available.
Vg - VL = (31381.7 X .1Hv X dt/dp)/T
A'·, B/*: Constants of the vapor density equation below 30 mm. These two values are
obtained by using the boiling point at 30 mm. and the pressure at 25° C. (obtained
from the values A', B I, C ') and assuming that at 25 0 C. the rels.tionship PV/RT
= 1. Then we have Vg at 25° C. = RT/MP = 62,361 X (25 + 273.2)/MP.
Then dv = I/Vg. Inserting these values of vapor density we then solve the two
equations for the values of A'· and B /• as in the case of A· and B·.
Ac, Bc, Cc: Constants of the Antoine vapor pressure equation for the liquid state from
Ta = 0.75 (or a higher Ta as indicated) to the critical temperature. See method of
obtaining the constants on page 7.
t.O C.: Temperature at which a mole of the vapor occupies 22.414 liters and the vapor is in
equilibrium with the liquid, in 0 C.
B*
te= -C
(A * - log dvo)
dt/dp: Rate of change of boiling point with pressure, given by equation dt/dp = B/
[2.3026 X P X (A - log P)2Jo C./mm.
~Hm: Latent heat of fusion in caL/g.
~Hv: Latent heat of vaporization at the temperature designated, caL/g.
t.(d, e): The latent heat of vaporization at the temperature to as given by the equation
~Hv = d - et, and indicates the accuracy of thiR equation at the temperature t •.
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001
~Hv/T.: ~Iolal latent heat of vaporization at t. divided by To. (Equal to the molal
entropy of vaporization at te.)
d, e; d', e': These are parameters of the latent heat of vaporization equation, ~Hv
(caL/g.) = d - et. This is valid between the temperatures indicated. It has been
found that the latent heat between the boiling point at 30 mm. and the boiling point
at i60 mOl. is almost a linear function of the temperature. As seen in most cases
this equation holds almost to the temperature te. Above and below this the latent
heat is not linear with temperature except for short intervals.
d.: Critical density, g./mL
v.: Critical volume, ml./g.
to: Critical temperature, ° C. See also page 7.
P. mm.: Critical pressure in mill. Whel'e this was not obtained from the literature it is
calculated as follows (The Thomson method, private communication from George
W. Thomson): The critical temperature is inserted in the Antoine equation, using
the A, B, and C values to calculate the critical pressure.
This value is too low. This is then multiplied by 1.07 and is assumed to be the
critical pressure. In the great majority of cases, this will agree with determined
values to within ±3%. For high boiling compounds this value must be decreased,
since in most cases there is somewhat irl'egular drift with increasing temperature,
so this should be continually lowered as the boiling point becomes increasingly
higher.
PV/RT: Compressibility at the temperature designated.
z = PV/RT
where P = pressure in mill., V = volume in mL/mole, and R = 62361.
~Hc: Heat of combustion, kcaL/mole, gas at constant pressure, 298.16 0 K. or 25 0 C.
~Hf: Heat of formation, kcaL/mole, liquid at 298.16° K. or 25 0 C.
~Ff: Free energy of fOlnlation, kcal./mole, liquid at 298.16° K. or 25° C.
,,: Kinematic viscosity in centistokes, at temperature designated. The kinematic vis-
cosity is given by the equation
log" = A" + B'/T
between the temperatures indicated to an accuracy of 1% or better.
HoP. °c., 30mm.; dt/dp; ~H,'; PV /RT: These ,'aluesat30mm. are calculated from the
Antoine equation using A, B, lind C. It has been found that at 30 mOl. in almost all
Cox ChaIt Families the ratio PY /RT is negligibly different from one. This, then,
has been taken as olle point (the other point being the B.P. at 760 mm.) from which
to calculate A* and B*, always assuming the compressibility as 1.0000 at 30 mm.
6 ADVANaS IN CHEMISTRY SHIES
The parachor value for oxygen &8 hydroxyl (alcohols) in these tables is taken &8 15.
Sugden gives the values of 20 for oxygen and 30 for oxygen in esters, which does not
seem to work for alcohols and phenols.
Exp. L.l.; Exp. L.u.: Explosion limits lower and upper range, % by wt.
Dispersion: Specific dispersion, 104(nr - nc)/d, ml./g. at 25 0 c.
nr, nc = refractive index for F and Clines.
d = density, g./ml.
Flash and Fire Points, 0 C.: Cleveland open cup (ASTM D 92-46) if not otherwise desig-
nated. Closed cup (ASTM D 56-36) will be designated &8 such.
M Spec.: Mass Spectrograph.
Ultra V.: Ultraviolet.
X-Ray Dif.: X-Ray Diffraction.
Infrared: Infrared Spectrograph.
Solubility at 25 0 C., in solvents as designated.
Ezplanation of the methods used for calculating the variom parameter. in the foregoing:
A, B, C: The A, B, and C constants, except where given by the API reports, are calcu-
lated by means of the Thomson method [Chem. Rev•. , 38, 1-39 (1946)] using the
determined boiling points at three different pressures. The three formulas for this
are &8 follows:
(y, - YI)/(YI - YI)·(tt - tM(t. - tt) =·1 - (t. - tl)/(t. + C)
B = (Ya - YI)/(tt - tl)·(tl + C)(ta + C) and
A = YI + B/(tl + C)
where Yh Y2, and y, are equal to log PI, log P"~ and log Paat temperatures t l, t " and ta.
Unless the data for the three points are very accurate the C value can be considerably
in error. As a check on this method an empirical formula developed by Thomson
(private communication from George W. Thomson) will give a much better value of
C if the data are much in error. This formula is C = 239 - 0.19b. The A and B
values can then be readily determined from the two points given, since they are much
less critical.
A', B', C' (for pressures below 30 mm.): Applicable when molar heats of vaporization are
available at 25 0 C. and the Antoine equation can be used to obtain the boiling point
at 30 mm. Let A, B, C be the constants of the usual Antoine equation valid above
30 mm. and let A', B', C' be the constants of the Antoine equation 8Oughtforbelow
30 mm. These two equations are taken to give the same value of the p~ure
temperature slope at 30 mm.
log 30 = A - B/(tl + C) = A' - B'/(tl + C')
B/(t , + C)' = B'/(tl + C')2
PHYSICAL PROPERTIES OF CHEMICAL COMPOUNDS 7
Since th t2 and all values on left hand side of equations above are known then B' and
C' are readily obtained as follows:
[B'j(t! + C')2)[(tl + C')2/B') = g2 (tl + C'>,/B' = say, h 2
Then C' = (tl - ht2)/(h - 1) and B' = g2(t 2 + C')2
Also B' = B[(tl + C')/(tl + C»)2
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001
Ac, Bc, Cc: This method was developed by George Thomson [Chern. Re1J8., 38,
No.1, 23 (1946)] and is similar to the one for obtaining A', B', C'. It is assumed
that the parameters A, B, C of the Antoine equation are good to a T. 0.75 or a
higher reduced temperature, and this temperature corresponds to the 25° C. in the
case of A', B', C', and the critical point corresponds to the 30 mm. point.
B/(tl + C)2.(t. - tl)/(y. - YI) = 1 + (to - tl)/(tl + Cc)
and Bc = (y. - YI)/(t. - t.)·(tl + Cc)(t. + Cc); Ac = B/(t. + Cc) + y.
where tl ° C. = T. 0.75, t. 0 C. = critical temperature
YI = log P at t l, y. = log P.
The first equation is used to evaluate Cc, the lrecond, Bc, and the third, Ac.
As.qociation: The association in the vapor phase of organic acids seems to vary inversely
as the temperature fOJ some acids, at least for part of the range. In part of the range,
and also apparently for some acids over the whole range, the association is fairly con-
stant. The association is given in these sheets by the formula ME = P - rt. For
instance, for acetic acid this formula would be ME = 2.225 - 0.004085 t from 0° C. to
100° C. From 100° C. to a T. of 0.92, ME = 1.85. That is to say, the vapor density
as calculated by the A *, B* formula would have to be multiplied by this correction
factor to take care of the association. Further, if the reciprocal of the density is used
as calculated to give vapor volume, it would be necessary to divide by 1.85 to get
the actual vapor volume.
t.: Where the critical temperature has not been determined, it is calculated by Watson's
equation:
T./T, = 0.283(M/d.)o.18
where d. = liquid density, g./ml. at the boiling point, and M = molecular weight.
This is used for ull hydrocarbons and halohydrocarbons.
8 ADVANCES IN CHEMISTRY SERIES
Iodine 13.900
Sulfur-as SH 7.69
Sulfur-as RSR 7.97
Sulfur-as RCNS 7.91
Sulfur-as RSSR 8.11
Nitrogen
as aliphatic primary amine 2.45
as aromatic primary amine 3.21
as aliphatic secondary amine 2.65
as aromatic secondary amine 3.59
as aliphatic tertiary amine 3.00
as aromatic tertiary amine 4.36
as hydroxylamine 2.48
as hydrazine 2.47
as aliphatic cyanide 3.05
as aromatic cyanide 3.79
as aliphatic oxime 3.93
as primary amide 2.65
as secondary amide 2.27
as tertiary amide 2.71
• This value for one fluorine atom attached to carbon. The value 1.1 is to be used for each
fluorine atom in polyfluorides.
No I
NAME I Benzene STRUCTURAL FORMULA
Mole
I
1RefJ Molecular
"Pur. 99.9961 z'l Formula C 6H 6
R.f
I Molecular
W.,,-ht 78. 108
Ref
o R.f
F P ·C 5.533 Z dt/dP f I O. Z605 4
F. P. 100'10 ·C/mm I I 0.0 3 31 4
Z5·C O. ZZ76 5 I 0.0669 4
B.;fr; ·C 80.100 Z BP 0.04Z71 Z h
I 1 to
100 mm
~~
Z6.075
_I~: ~O
Z
:
te
30 mm
6Hm calli
0.0355
0.5949
30.09
4
5
::!
f'
1_- _.~
Z I--=-L""""'T----I----I---l
~--~1----~~-4~5~.----~5~1~~~~~1_~~~--r_~ m t
1 300to -0.1030 4
Pre •• ure 6Hv calli I
Z5·C 103.57 Z n I _ IQO....:~ 0.0014 4
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001
11
IZ
ADVANCES m CHE.uSTRYSER~
No Z
NAME I Toluene STRUCTURAL FORMULA
Mole
I Methylbenzene
n
mm ZS·C Z8.437 4
Z5·C 98.55 Z
0 I -0.0 6 55 4
1048.Z 4 30mm 97.9 5 I
te BP 86.80 Z
m' I 1700 to 0.0471 4
Denaity te 84.73 5
0.86694 Z n' 1.!.0~ ~ 0.0 398 4
Ilml ZO"C te (d,e) 85.17 5
0'
I -0.0 6 35 4
Z5 0.86Z30 Z
dt 30 0.85757 6Hv/Te 19.74 5 1
4 4
d 1 Sudace tenaion
a 0.88547 4 Z5 to 101. 98 5 dynea/cm. ZO·C Z8.53 Z
b -0.0,9Z4 4 ~...! ~3!L·.£ 0.1372 5 J 30 Z7.3Z Z
d' 1 to 40 Z6.15 Z
ReI. Jade,. e' I ·C
aD ZO"C 1. 49693 Z
d c Ilml 0.Z88 Z Parachor [p]
Z5 1. 49414 Z ZO·C Z45.63 4
30 v mill 3.473 Z
1.491Z9 4 30 Z45.68 4
t cC ·C lZQ.8 Z
lie" 0.7545 4 40 Z45.71 4
Pc mm 30400. Z SUld. Z46.1 5
MR (Oba.) 31. 095 Z
MR (Calc.) 30.9Z5 5 P~~RT E,.p. L.l. '!Io/wt. 1. Z4 3'
(aD-d/Z) Z5·C 0.9968 4 u. 19.3 3'
1.06346 Z
30 mm 0.9966 4 Olaperoion 184.7 Z
Dielectric Z.379 3 BP 0.9613 4
0.95ZZ 5 Fleah Point·C 4.44-"- 3'
A I ZO to 6.95334 Z te Fire Point
tc 0.Z63 4
B ~O.!!_:~ 1343.943 Z
C ZI9.377 Z 6Hc kcal/m 901.50 Z M Spec. Yea I
6Hl Z.867 Z Ultra V. Yea I
Ael ZO to I.Z79Z3 4 X-Ray Dil.
6FI Z7.Z8Z Z
B81212" .£ IZ5~.3 4 Inlrared 865. I
K Z3. 5 Viacoalty
c -0. 11760 5 Solubility in +
cead.toke~
Acetone
'It 1T75"'"to- 175. 5 GO
"
ZO ·C 0.67778 I
t,. I Z70 ·C 380.0 0.56457 I Carbon tet. GO
5 40
Ben •• De GO
A'I to 60 0.458Z5 I
80 I Ether GO
0.39119
B'L_~ n-Heptane GO
C' B V I 40 to 440.66 4 Ethanol GO
A'e to A V I 90 ·C !.34476 4 Water 7.3 I
B'e OC t'(BV) I - -t';- Water iD 0.055 I
Ac I ZOO to 7.45657 4 (A V) I ·C
BcL.!c ·C 1796.9 4
Cc -,;" Z84.6Z c p liq. ·K
4
Cryoa. A· 0.OZ508 Z c p vap.300"K 0.Z708 Z
coa.te Be
o 0.0019 Z 400 0.3609 Z
te ·C IZZ.34 5 Cy Yap.
No 3
NAME 1t-__E_th_y_l_be_n_z_e_n_e_ _ _ _ _ _ _ _ _ _ _ _ _-i STRUCTURAL FORMULA
Mole
I
I ,!
Ref Molecular
I
" Pur. 99.995 z'l Formula C 8H IO I Molecular
Weight 106.160
OC 2H 5
No. 17
Ù
CHO
m m 25*C 25 C e
94.47
0.2718
30 m m 8 5 . 55
1307.6
BP 72.53
Density I tcT
69.72
g / m l 2<rC L _ 1 K
1.24829 t (d.e)
e 69.43
A 1.24320 19.37
AHv/T
1 2 5
d
4 30 1.23811 e
Surface tension
. d I 109 to 99.25
1.26865 dyne β/cm. 2 0 C #
31.70
l e l_23_6_ ^C_ 0. 1261
- 0 . 00102 Ϊ 30 30. 68
1
d'"~| 25 to 9 7 . 14
Ref. Index 40 2 9 . 68
e» ! 109 *C 0.1067
n 20*C 1.56620 Parachor tP]
d g/ml
n
u
25 1.56384 c
20 C
v ml/g
e
30 1.56161 c
30
0.59201 40
Sugd 269. 1
M R (Obs.) 37.005
M R (Calc.) PV/RT E x p . L . 1.%/wt.
37.073
(nD-d/2) 0.94206 25 C e
1.0000 u.
30 m m 1.0000 Dispersion
Dielectric BP 0.9405
Flash Point C 4
if'
centistokes Solubility i n
to Acetone
η -c C a r b o n tet.
•C
Bensene
Α · I 25 to 7.38896 Ether
B'|109 C #
1925.0 n-Heptane
C» 217. to Ethanol
A * 25 to
1
1.85246
I •C Water
Water i n
Β·*109 C #
1823.9 (B )| v
to
Acl to (A )| v
•c
c p liq. ·Κ
A p-Bromoethylbenzene 155
Acetophenone 353 1 -Blomjo-2-ethylbenzene 154
m-Aminobensotrifluoride 344 1-Bromo-4-ethylbenzene 155
ο - A m i n o chlorobenzene 342 (2-Bromoethyl)cyclohexane 488
m - A m i n o chlorobenzene 343 -Bromoethylcyclohexane 488
4 - A m i n o - 1 , 3-dimethylbenzene 341 1 - B r o m o - 2 - i e o p r o p y l b e n z e n e 156
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ix001
Bromocyclohexane 487 2, 6 - d i - t e r t - B u t y l - 4 - e t h y l -
phenol 320
p - B r o m o diphenyl oxide 522
4, 6 - d i - t e r t - B u t y l - 2 - e t h y l -
o-Bromoethylbenzene 154 phenol 318
526 A D V A N C E S IN C H E M I S T R Y S E R I E S
4, 6 - d i - t e r t - B u t y l - 3 - e t h y l - m-eec-Butyltoluene 59
phenol 319
m-tert-Butyltoluene 65
1-n-Butyl-2-methylbenzene 55
p-n-Butyltoluene 57
1-n-Butyl-3-methylbenzene 56 p-eec-Butyltoluene 60
1-n-Butyl-4-methylbenzene 57 p-tert-Butyltoluene 66
1-eec-Butyl-2-methylbenzene 58
C
1-tec-Butyl-3-methylbenzene 59
p-Chloroacetophenone 355
1-sec-Butyl-4-methylbenzene 60
o - C h i oroaniline 342
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ix001
1 - t e r t - B u t y l - 2 -methylbenzene 64
m-Chloroaniline 343
1-tert-Butyl-3-methylbenzene 65
o-Chlorobenzaldehyde 523
1- t e r t - B u t y l - 4 - m e t h y l b e n z e n e 66
Chlorobenzene 134
2- eec-Butyl-4-methylphenol 296
o-Chlorobenzotrichloride 142
2-tert-Butyl-4-methylphenol 295
o-Chlorocumene 148
4, 6 - d i - t e r t - B u t y l - 2 - m e t h y l -
p-Chlorocumene 149
phenol 311
0 - Chloroethylbenzene 144
4, 6 - d i - t e r t - B u t y l - 3 - m e t h y l -
phenol 312 m-Chloroethylbenzene 145
1-Cyclohexyldocosane 471
1-Cyclopentyleicoeane 398
1-Cyclohexyldodecane 461
1 -Cyclopentylheneicosane 399
1 -Cyclohexyldotriacontane 481
1 -Cyclopentylhentriacontane 409
1-Cyclohexyleicosane 469
1-Cyclopentylheptacoeane 405
1-Cyclohexylheneicoeane 470
1 -Cyclopentylheptadecane 395
1 -Cyclohexylhentriacontane 480
1 -Cyclopentylheptane 385
1 -Cyclohexylheptacosane 476
1-Cyclopentylhexacosane 404
1-Cyclohexylheptadecane 466
1 -Cyclopentylhexadecane 394
1 -Cyclohexylheptane 456
1 -Cyclopentylhexane 384
1-Cyclohexylhexacosane 475
1-Cyclopentylhexatriacontane 414
1-Cyclohexylhexadecane 465
1 -Cyclopentylnonacosane 407
1 -Cyclohexylhexane 455
1 -Cyclopentylnonadecane 397
1-Cyclohexylhexatriacont&ne 485
1 -Cyclopentylnonane 387
1 -Cyclohexylnonacosane 478
1 -Cyclopentyloctacoeane 406
1-Cyclohexylnonadecane 468
1 -Cyclopentyloctadecane 396
1-Cyclohexylnonane 458
1 -Cyclopentyloctane 386
1-Cyclohexyloctacosane 477
1 -Cyclopentylpentacoeane 403
1 -Cyclohexyloctadecane 467
1-Cyclopentylpentadecane 393
1 -Cyclohexyloctane 457
1 -Cyclopentylpentane 383
1-Cyclohexylpentacosane 474
1 -Cyclopentylpentatria-
1 -Cyclohexylpentadecane 464
contane 413
1-Cyclohexylpentatriacontane 484
1-Cyclopentyltetracoeane 402
1-Cyclohexyltetracosane 473
1-Cyclopentyltetradecane 392
1 -Cyclohexyltetradecane 463
1-Cyclopentyltetratriacontane 412
1 -Cyclohexyltetratriacontane 483
1 -Cyclopentyltriacontane 408
1-Cyclohexyltriacontane 479
1 -Cyclopentyltricosane 401
1-Cyclohexyltricosane 472
1-Cyclopentyltridecane 391
1 -Cyclohexyltridecane 462
1 -Cyclopentyltritriacontane 411
1 -Cyclohexyltritriacontane 482
1 - C y c l o penty lunde cane 3 89
528 A D V A N C E S IN C H E M I S T R Y S E R I E S
D 3, 4 - D i e t h y l t o l u e n e 89
cie-Decahydronaphthalene 263 3, 5-Diethyltoluene 90
t r a n s - D e cahydronaphthalene 264 2 - D i i β obutyl- 4 -methylphenol 316
n-Decylbenzene 105 4 - D i i · o b u t y l - 2 - m e thylphenol 314
n-Decylcyclohexane 459 4 - D i i eobutyl - 3 - m e t h y l p h e n o l 315
n-Decylcyclopentane 388 4 - D i i eobutylphenol 309
1 -n-Decylnaphthalene 232 o-Diieopropylbenzene 99
2 -n-Decylnaphthalene 233 m - D i i · op r opy lben ζ ene 100
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ix001
benzene 74
trans-1, 3-Dimethylcyclopentane 366
1, 3 - D i m e thy 1 - 2 - η - p r opy 1 -
1.2- D i m e t h y l c y c l o p e n t e n e 422 benzene 75
1.3- Dimethylcyclopentene 423 1, 3 - D i m e t h y l - 4 - n - p r o p y l -
benzene 76
1.4- Dimethylcyclopentene 424
1, 3 - D i m e t h y l - 5 - n - p r o p y l -
1.5- Dimethylcyclopentene 425
benzene 77
3 . 3 - Dimethylcyclopentene 426
1, 4 - D i m e t h y l - 2 - n - p r o p y l -
4 . 4 - Dimethylcyclopentene 427 benzene 78
1,10-Dimethyl-(cis-Deca.hydro)- (2, 2 - D i m e t h y l p r o p y l ) b e n z e n e 54
naphthalene 270
1, c i s - 2 - D i m e t h y l - 1 , 2, 3 , 4 -
1, 1 0 - D i m e t h y l - ( t r a n s - D e c a - T etr ahyd r onaphtha 1 ene 249
hydro) naphtha le ne 271 1, c i s - 3 - D i m e t h y l - 1 , 2, 3, 4 -
1, 2 - D i m e t h y l - 3 - i s o p r o p y l b e n z e n e 79 T e t r ahydr onaphtha lene 250
1, 2 - D i m e t h y l - 4 - i e o p r o p y l b e n z e n e 80 1, c i s - 4 - D i m e t h y l - l , 2, 3, 4 -
T e t r a h y d r o n a phtha lene 251
1, 3 - D i m e t h y l - 2 - i s o p r o p y l b e n z e n e 81
1, 3 - D i m e t h y l - 4 - i s o p r o p y l b e n z e n e 82 1,1 - D i m e t h y l - 1 , 2, 3, 4 - T e t r a
hydronaphthalene 248
1, 3 - D i m e t h y l - 5 - i s o p r o p y l b e n z e n e 83
1, 5 - D i m e t h y l - l , 2, 3, 4 - T e t r a
1, 4 - D i m e t h y l - 2 - i s o p r o p y l b e n z e n e 84
hydronaphthalene 254
1 . 2 - Dimethylnaphthalene 208
2, c i s - 3 - D i m e t h y l - l , 2, 3 4 -
#
2, t r a n s - 5 - D i m e t h y l t h i a c y c l o - 0 - E t h y l cumene 70
2, 2 - D i m e t h y l t h i a c y c l o p r o p a n e 440 p - E t h y l cumene 72
Ε 1-Ethyl-1-methylcyclopentane 369
1 -Ethylnaphthalene 206
o-Ethylthiophenol 329
2-Ethylnaphthalene 207
m-Ethylthiophenol 330
o-Ethylnitrobenzene 346
p-Ethylthiophenol 331
o-Ethylphenethyl alcohol 350
o-Ethyltoluene 22
p-Ethylphenethyl alcohol 351
m - E t h y l toluene 23
2- Ethylphenol 283
ρ-Ethyl toluene 24
3- Ethylphenol 284
2 - E t h y l - l , 3, 5 - t r i m e t h y l b e n z e n e 91
4- Ethylphenol 285
3 - E t h y l - 1 , 2, 4 - t r i m e t h y l b e n z e n e 92
o-Ethylphenol 283
4 - E t h y l - 1 , 2, 3 - t r i m e t h y l b e n z e n e 93
m-Ethylphenol 284
5 - E t h y l - l , 2, 3 - t r i m e t h y l b e n z e n e 94
p-Ethylphenol 285
5 - E t h y l - 1 , 2, 4 - t r i m e t h y l b e n z e n e 95
0 - E t h y l - β - p h e n y l ethyl
alcohol 350 6- E t h y l - l , 2, 4 - t r i m e t h y l b e n z e n e 96
p - E t h y l - p - p h e n y l ethyl m-Ethylvinylbenzene 166
alcohol 351 p-Ethylvinylbenzene 167
E t h y l phenyl ketone 356 2-Ethyl-m-xylene 38
E t h y l phenyl sulfide 176 2- Ethyl-p-xylene 39
(1-Ethylpropyl)benzene 49 3- Ethyl-ο-xylene 40
1- E t h y l - 2 - n - p r o p y l b e n z e n e 67 4- Ethyl-ο-xylene 41
1-Ethyl-3-n-propylbenzene 68 4- Ethyl-m-xylene 42
l-Ethyl-4-n-propylbenzene 69 5- E t h y l - m - x y l e n e 43
m - E t h y l sty r ene 166
p-Ethylstyrene 167 F
1- E t h y l - 1 , 2 , 3, 4 - T e t r a
Fluorobenzene 132
hydronaphthalene 244
Furan 516
2 - E t h y l - l , 2, 3, 4 - T e t r a
hydronaphthalene 245 Furfurane 516
5 - E t h y l - 1 , 2, 3, 4 - T e t r a -
hydronaphthalene 246
H
6 - E t h y l - 1 , 2, 3, 4 - T e t r a
hydronaphthalene 247 Hemimellitene 19
3 - Ethyltetrahydrothiophene 433 n-Heneicosylbenzene 116
532 A D V A N C E S IN C H E M I S T R Y S E R I E S
I (2-Methylbutyl)benzene 50
1 -Methylcyclohexene 490 2 - M e t h y l - l , 2, 3, 4 - T e t r a
hydronaphthalene 241
3 -Methylcyclohexene 491
5 - M e t h y l - l , 2, 3, 4 - T e t r a
4-Methylcyclohexene 492
hydronaphthalene 242
M e thy le y c 1 open ta ne 360
6-Methyl-l,2, 3,4-Tetra-
1 -Methylcyclopentene 416 hyd r ona phtha 1 ene 243
3-Methylcyclopentene 417 2 - M e thylthia c yc lohexane 504
4 - M ethylcyclopentene 418 3 - M e t h y l t h i a c y c lohexane 505
1 -Methyl-(trane-Decahydro- 4 - M e thylthia c yc lohexa ne 506
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ix001
1 -Phenyltriacontane 125 o, a, a a - T e t r a c h l o r o t o l u e n e
9 142
1 -Phenyltricoeane 118 n-Tetracosylbenzene 119
1 -Phenyltridecane 108 n-Tetracosylcyclohexane 473
1 -Phenyltritriacontane 128 n-Tetracosylcyclopentane 402
1 -Phenylundecane 106 n-Tetradecylbenzene 109
2, 3, 5 - T r i m e t h y l t h i o p h e n e 201
n-Triacontylbensene 125 η - T r i t r i a c ontylbens ene 128
n-Triacontylcyclohexane 479 n-Tritriacontylcyclohexane 482
n-Triacontylcyclopentane 408 n-Tritriacontylcyclopentane 411
2, 4, 6 - T r i a l l y l p h e n o l 310
1,2,4-Trichlorobenzene 138
β, 2, 4 - T r i c h l o r o t o l u e n e 141 n-Undecyclbenxene 106
n-Tricoeylbenzene 118 n-UndecyclcycloheTane 460
n-Tricosylcyclohexane 472 n-Undecylcyclopentane 389
n - T § i c ο s y l c y c lopentane 401 1 - n - U n d e c y Ins phtha lene 234
n-Tridecylbenzene 108 2 -n-Undecylnaphthalene 235
n-Tridecylcyclohexane 462
n-Tridecylcyclopentane 391
« , α, α - T r i f l u o r o - m -
Vinylbenzene 159
nitrotoluene 507
m - and ρ - Vinyltoluene 165
β, β, α - T r i i l u o r o t o l u e n e 133
1,2, 3 - T r i m e t h y l b e n z e n e 19
1,2,4-Trimethylbenzene 20
1, 3, 5 - T r i m e t h y l b e n z e n e 21 o-Xylene 14
1, 1, 2 - T r i m e t h y l c y c l o - m-Xylene 15
pentane 374 p-Xylene 16
1,1, 3 - T r i m e t h y l c y c l o -
pentane 375 2 . 3 - Xylenol 277
1, c i s - 2 , c i s - 3 - T r i m e t h y l - 2 . 4 - Xylenol 278
c y c lopentane 376 2 . 5 - Xylenol 279
1, c i s - 2 , t r a n s - 3 - T r i x n e t h y l -
2 . 6 - Xylenol 280
cyclopentane 377
3.4- Xylenol 281
1, c i s - 2 , c i s - 4 - T r i m e t h y l -
cyclopentane 379 3 . 5 - Xylenol 282