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PHYSICAL PROPERTIES

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

A systematic tabular presentation of accurate data


A
on the physical properties of 511 organic cyclic
Dow
compounds compiled by R. R. Dreisbach of the Dow
Chemical Co. These comprehensive and basic data
were determined for specially prepared,
prepared, high purity
compounds. In addition to the precisely measured
properties the author has calculated new values for
many constants based upon his new experimental
values.

R. PEPINSKY
THE GROTH INSTITUT~

COLL~GE OF CHEMISTRY AND PHYSICS


THE: PENNSYLVANIA STATE UNIVERSITY
UNIVERSITY PARr.. PA .• U. S. A.

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

The Dow Chemical Co., Midland, Mich.

Definition of the Symbols and Parameters Used, with the


Methods of Calculating the Parameters

Mol. % Pur.: Mole % purity by weight.


F.P.! Freezing point, ° C.
F.P. 100%: Freezing point curve extrapolated to 100% purity.
B.P. 760 mm., 100 mm., etc.: Boiling points at these pressures, ° C.
Pn : Pressures at 25° C., in mm.
P.: Pressure corresponding to temperature t. in mm.
d 20, etc.: Density at 20° C., etc., g./ml.
a, b: Constants of Law of Rectilinear Diameters, dv + dL = a + bt
d. = density of the vapor, g./ml.; dL = density of the liquid, g./ml.
ng', etc.: Refractive index for the sodium line at 20° C., etc.
"C": Constant of the Eykman equation, (nfi - 1)/(no + 0.4) X l/d = "c"
MR (obs.): Molal refraction (obs.) = (nfi - l)/(nfi + 2) X M/d = MR at 20° C.
(M = mol. wt.)
MR (calc.): Molal refraction calculated from atomic refractive indices. See page 9.
3
ADVANCES IN CHEMISTRY SERIES

(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

Where the ls.tent heat is not avails.ble use


M(.1Hv)/TB = 21.0 and from this .1Hv = (TB X 21.0)/M
The value 21.0 (or any other value as 21.4 say) is obtained from the nearest rels.ted
compound which has a latent heat available. Then proceed as in case where ls.tent
heat is avails.ble for Vg value at B.P.
Since d. = l/Vg
log dY710 = A· - B·/(ta + C) at 760 mm.
log dY30 = A· - B·/(tao + C) at 30 mm.
Solve for A·, B·, since t and d. at 760 mm. and 30 mm. and C are known.
A', B/, C / : Constants of the Antoine vapor pressure equation below 30 mm. pressure,
covering the temperature range as indicated. See method of obtaining the constants
on page 6.

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.

Cryoscopic Constants, A 0, BO: Cryoscopic constants for calculs.ting mole % purity.


See J. Research Nall. Bur. Standards, 35 (1945); RP 1676.
PHYSICAL PROPERTIES OF CHEMICAL COMPOUNDS 5

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

cp: Specific heat at constant pressure at temperature designated, cal./g. 0 K.


Cy: Specific heat at constant volume at temperature designated, cal./g. 0 K.
f, g, h, f', g', h': Parameters of the heat content equation for the liquid for the tempera-
ture ranges designated, 0 K.
Cp (liquid) = f + gT + hTI
m, n, 0, m', n', 0': Parameters of the heat content equation for the vapor for the tempera-
ture ranges designated, 0 K.
Cp (vapor) = m + nT + oTt
'Y: Surface tension in dynes/cm., at temperature designated.
[PI: Parachor at the temperature designated:
M('Y)'/'/(dL - dy) = [PI
[PI Sugd.: Parachor from atomic and structural values &8 given by Sugden. See Table.
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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 PV/RT may be assumed to be 1.0000 at th the temperature corresponding to


30 mm., and is also 1.0000 at 25° C., the molar heat of vaporization at 25° C.,
M~Hv2, is given by
M~Hv2 = 2.3026 RB' l(t2 + 273.2)/(t2 + C'»)2
where t2 = 25° C. To solve for A', B', C' let
g2 = M~Hv2l2.3026 R(t2 + 273.2)2 = M.1Hv2l406883 if t2 = 25 C. 0

Also g2 = B'/(t2 + C')2

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

A' = log 30 + B'/(t. + C') since PI = 30 mm.


These formulas were developed with the aid of George Thomson.

When heal8 of vaporization at 25° C. are not knoum:


In this case the C' value is estimated and A' and B' are calculated from known data.
It was noticed that C' has a value approximately 18 higher than C when latent heats
at 25° C. are known. By adding this increment to C we have C', thenB' from the
relation for the first case
B' = B [(t30 + C')/(t3o + C»)2
and then A' as in first case.

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

f, g, h, m, n, 0, etc.: For a short temperature range the equation Cp = f + gT + hTI


reproduces almost exactly determined data. The parameters were set up on the
IBM machines using eight determined values where that many or more were
available.
The IB~I machines were used to set up the Antoine con8tants from determined data.
A preliminary C value was obtained from the equation C = 239. - O.19ta. A and B
were then obtained and new C values either side of the first C used and new A and B
values found. In each case above, the boiling points at the experimental pressures
were calculated and compared with the determined boiling points.
Actually the value of C was generally obtained from C = 239. - O.19ta, since the
determined values must be very very accurate to give better values of C.
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Cox Chart Famllie.


1. Alkyl and halo benzene" 12. Aromatic alcohols (Phenyl ethyl alcohols)
2. Styrenes 13. Aromatic ketones
:J. Thiaalkyl benzenes 14. Aromatic esters
4. Thiophenes 15. Cyclopentanes
5. Alkyl naphthalenes 16. Cyclopentenes
6. Tetrahydronaphthalenes Ii. Thiacyclopentanes
i. Decahydronaphthalene~ 18. Thiacyclopropanes
8. Aromatic phenols 19. Cyclohexancs
9. Thiophenols 20. Cyclohexenep
10. Aromatic amine" 21. Thiacyclohexanes
11. N itrobenzenf'll 22. Miscellaneous
PHYSICAL PROPERnES Of CHEMICAL COMPOUNDS 9

Atomic Refractive Indices Used for Computing Molecular Refractive Index


All values are for the sodium line.
Carbon singly bound and alone 2.592 NO as nitrites 5.91
Carbon singly bound 2.418 NO as nitrosoamine 5.37
Carbon double bond l.733 NO. as alkyl nitrite 7.44
Carbon triple bond 2.398 NO. as alkyl nitrate 7.59
Carbon conjugated 1.27 NO. as nitro paraffin 6:72
Hydrogen 1.100 NO. as nitro aromatic 7.30
1.525 NO. as nitramine 7.51
Oxygen-hydroxyl
Fluorine 0.95-
Oxygen-ethereal 1.643
Chlorine 5.967
Oxygen-ketonic 2.211
Bromine 8.865
Oxygen-as ester 1.64
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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.

Atomic and Structural Constants for Calculation of Parachor


Sugden Sugden
CH..................... 39.0 Br...................... 68.0
C.................. ..... 4.8 I.. . . . . . . . . . . . . . . . . . . . .. 91.0
H ...................... 17.1 Single bond ............. .
0 ...................... 20.0 Double bond. . . . . . . . . . . .. 23 . 2
o (Alcohol)...... . . . . . . . . 15.0 Triple bond. . . . . . . . . . . . .. 46.6
O.(Ester).. .. . . . . . . . . . .. 60.0 3-Membered ring.... . . . .. 16.7
N...................... 12.5 4-Membered ring......... 11.6
N (Nitrile). . . . . . . . . . . . .. 14.4 5-Membered ring.... . . . . . 8.5
S ....................... 48.2 6-Membered ring.... . . . . . 6.1
F ....................... 25.7 7-Membered ring ........ .
Cl..... . . . . .. .. .. . . . . . .. 54.3 Aliphatic alcohol. .. subtract 6.0
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001
TABLE I. ALKYL AND HALO BENZENES

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

mm Z5·C 9S.18 5 -0.0 6 71 4


30mm 108.19 4 0 1
t. 964.4 5
BP 94.14 Z m'l
Density te 9Z.65 5 n' I
Ilml ZO"C 0.87901 Z te (d, e) 91.71 5 0' I
dt Z5 0.87370 Z 6Hv/Te ZO.03 5
4 30 0.86837 4 Surface tenoion
a 0.900Z5 4 :: ~!~ 10~:~~1l ~ dynes/cm. ZOOC Z8.88 Z
r-:b=--___ +--=:-0::.;.:..:0:..:0~1.:.05::..j....:4!.....1I-d.,- 0 to 108.79 5. 30 Z7.49 Z
Ref. Inde,. lI...:e!:':"LI--=-Z~5~.~C:.+_~0.:..!Z:..!0~8~8~":5~1r.~=:;:::-,;4;;;01t-'Z:..:6",•..:;1..:;4-rZ~
nO ZO·C I. SOliZ Z I~ Parachor [p]
Z5 1.4979Z Z d c Ilml 0.300 Z ZO"C Z06.06 4
Vc mill 3.333 Z
30 1. 49468 4 t.C Z89.45 Z 30 Z06.10 4
c 40 Z06.11 4
0.7500 4 Pc mm 36936. Z Suld. Z07. I 5
MR (Ob •• ) z6.1835 Z PV IRT Exp. L.l. "/wt. 1. 8
MR (Calc.) 3'
(nD-d/Z) 1.0616Z Z ZS·C 0.99ZZ 4 u. 7.7 3'
30mm 1.0000 5 Disperaion 189.Z Z
Dielectric Z.Z83 I BP 0.9658 4 Flash Point .C~ -11.
A I 0 to 6.90565 Z t. o. 9596 5 Fire Point
B 1.l.6.Q. :"C_ IZ11. 033 Z tc O. Z74 Z
C ZZO.79 Z 6Hc kcal/m M. Spec. Yea
757.5Z Z
Ultra V.
.1 6W Yea
A·, IS to 1.19411 4 6Ff 11.718 Z X-Ray DU. Yes
B.l!5,!..·£. 11 Z7. 9 4 Z9.756 Z Infrared 99.
K Z5.0 4 Visco.ity
Solubility in ..
c -0.13147 4 centistoke.
Acetone GO
tk fT50to ISS. 4." ZO·C 0.74Z7 I Carbon tet. GO
~ IZ45·C 345.8 5 30 0.659Z I Ben.ene
~I
B'I _ _ o£.
C'
~ 50
70
B V 1 Z5 to
0.5156
o 4148 : Ether
n-Heptane
GO
GO
GO
5Z3.4 4 Ethanol GO
A'. to A v I 80 ·C 1.09Z90 4 Water #- 0.174
B'. ·C 1-(B"iI - to- Water in 7.0
~~--~+-------+-~I
AclI60 to 7. 4Z91Z 5 (AVII °C #- 0.ZZ6 3
BCLtc ·C 16Z8.3Z 5 c liq.300.K 0.4178 3z
Cc - - Z79.56 5 P 3Z0
0.4315 3z
Cryos. A· 0.015Z3 Z c p vap.30(1'K 0.Z516 Z
con.t •• B· 0.003Z Z 400 0.34Z4 Z
te ·C 88.04 5
TR = O.77Tc '" closed cup Irama/lOO Irams aolvent
REFERENCES: I-Dow Z-API 3-Lit. 4-Calc. from det. data 5-Calc. by formula
SOURCE: API
PURIFICATION: API
LITERATURE REFERENCES: 3 J.A.C.S . .!!' 1573 (1951); 3' Chem. Met. Enl. 44-IZ,
733 (1947); 3 z Timmerman.

11
IZ
ADVANCES m CHE.uSTRYSER~

No Z
NAME I Toluene STRUCTURAL FORMULA

Mole
I Methylbenzene

IRef.1 Moleculer r Moleculer


OCH 3

i- Pur. 99.999 Z Formule C 7H8 Wei.ht 9Z.134


Ref ReI [ReI.
I
F P. ·C
F.P. 100ft
_q4 qql Z dt/dP
·C/mm
I
I
I 5 to
!l1.Q. ~~
0.3971 4
-0.0 3 59 4
Z5·C 0.6808 4 I
B.P. ·C Z h O.O~ZI 4
BP 0.0463
760mm 110.6Z5 Z I
te 0.0360 5 I' to
100 51. 944 4
30 Z6.04 4 30mm 0.6487 4 I' I 1__ ~K
10 6.37 5
6Hm callI 17.17 Z h' I
I -Z6. I ? 5 1300 to -0.0654 4
Pre •• ur. 6Hv calli m I 0.0013 4
12°~ ~
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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.

f. closed CUD + nama/lOO "rama solvent


REFERENCES: 1-0_ Z-API 3-Lit. 4-Calc. Irom det. data 5-Calc. by lormula
SOURCE: API
PURIFICATION: API
UTERATURE REFERENCES: 3 NBS 514; 3' Nat. Fire Prot. Assoc. 3Z5 (1949)
13
TABLE I. ALKYL AND HALO BENZENES

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

Ref Ref Ref


F P ·C
F. P. 100'll0
2 dt/dP
oc/rrun
f
I
'
I
I___.K.
to
ZS·C 1.8Z86 5
B. P. ·C BP 0.04898 Z l-.::h'""'"I-....----t----+---i
760 mm
100
136.186
74.10
Z
Z te
6
0.030,
5 f' I I
~ __ .K
to

~~ ~:: ~~ : 30 mm 0.6866 4 :' i


1 _ _~I_ _~~-19~.Z~-~S~I~6~Hm~:c~a~I/:I~t_~ZO~.~6~3-_r~Z~---~~-r~-~-~~~~
t- 6Hv calli m I I 300 to -0.0734 4
1_6..Q.0~~ 0.0014 4
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Pre.aure ZS.C 95.11 Z n I


rrun Zs·C 9.571 5 30 rrun 93.00 4 0 I -0.0 6 61 4
te llZ8. 5
BP 81. 00 Z m' I I 700 to 0.0675 4
Density
Ilml ZODC 0.8670Z Z te (d ) 78.97 5 n' I l!.oQJ! ':'K 0.0 3 99 4
0.86Z64 Z te.e 78.94 5 0' I -0.0 6 35 4
dt Z5
4 30 0.8S8Z6 4 6Hv /Te 19.74 5
d 45 to 99. Z6 4 Surface tenaion
a 0.88453 4 e I 160.C 0.1341 4 dynea/cm. ZO·C Z9.04 Z
t-b_ _ _ _+---'-O:..:...:0""",18.:,.7-+_4'-iI-d 'li5to 97.54 4' 30 Z7.93 Z
Ref. Index "_e~':"'L 1:!.4~S_·~C~_~O:..:.0~9~7~3~~4-l~-;;:::~:::,,4;;;0IrZ_6-'._7..:..9_IZ1
n D ZODC 1. 49588 Z It Z Parachor [p]
Z5 1.493Z0 Z d c Ilml O. Z9 ZO·C Z84.3 4
30 1.4904 4 Vc mill 3.448 Z 30 Z84.4 4
tc ·C 346.4 Z 40 Z84.3 4
0.7SZ8 4 Pc rrun Z81Z0. Z Suld. Z8S. I 5
MR (Oba.)
MR (Calc.)
(nD-d/Z)
35.761
35.543
Z
5
PV/RT
ZS.C 1. 0000 5
Exp. "'_t.
L.I.
u.
I. 06Z37 Z 30 rrun 1. 0000 Diaperaion
5 174.7 Z
Dielectric Z. Z38 5 BP 0.96SZ 4 Fla ah Point ·C 15.0 3
A I 45 to 6.95719 Z
B I 190·C 14Z4. ZSS Z
!ec
0.9547
0.Z66
5
Z
Fire Point
C - - - - Z13.Z06 M. Spec. Yea
Z 6Hc kcal/m 1048.53 Z
6Hf
Ultra V. Yee
-Z.977 Z
5 6Ff X-Ray DU.
Z8.614 Z
Infrared 507.
5
Viscoaity
Solubility in
cenUatokea
Acetone III
." ZO·C 0.78Z3 Z
Carbon tet. III
40 0.6305 Z
BeD •• De III
A'I zo to 7.3ZSZS 5 60 O.SZS Z
_0,447 2
Ether III
B'I 4S·C 16ZZ.0 5 _80 n-Heptane III
C,--- Z30.7 5 B V I zo to 413.1 4 Ethanol III
A V '90 ·C 2'.48073 4 Water O.OZO
A'e ZS to 1. 69ZZ4 55 f-(B::V)-'90- -to- Water in 0.114
B'e 4S·C ISZZ.4 408.5 4
~~---~------+--~I
Acl190to 7.3729 5 (Av)nSO ·C 2'. 494Z8 4
BCLtc ·C 1779.0 5
Cc - - z60.6 5 ·K
Cryoa. A· 0.03471 Z c p vaP.30d'K 0.Z9088 Z
conata. B· O. 00Z9 Z 400 0.38395 Z
te ·C lSI. SZ 5
Irame/lOO Irams aolvent
REFERENCES: I-Dow Z-API 3-Lit. 4-Calc. from det. data 5-Calc. by formula
SOURCE: API
PURIFICATION: API
LITERATURE REFERENCES: 3 Nat. Fire Prot. Aesoc. 3ZS (1949)
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523
TABLE XXII. MISCELLANEOUS

No. 17

NAME o-Chlorobenzaldehyde STRUCTURAL FORMULA

Ù
CHO

Mole Ref. MolecuUr c H C 1 Q Molecular


% P u r . 9 9 . 61 1 Formula 7 5 Weight 141.567
RefJ Ref, Ref.
F . P . IÇ 12. 19 dt/dP f » to
F . P . TOOT 12.39 •C/mm 8 I
25 C e
48.61
B . P . *C
BP 0. 05615
h I
760 m m 211.89
100 0. 03665
140.40
30 108.63 30 m m 0.7974
10 84. 31 h' i
1 A H m cal/g 22.67
4 3 . 53
m j
Pressure ΔΗν cal/g
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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

A · 109 to 7.06216 0.9222


F i r e Point
Β l290_^C 1718.10 % M . Spec.
C 199. A He k c a l / m
A Hi Ultra V .
Α · Ι ΐ 0 9 to 1.52895 X-Ray Dif.
AFf
B*(246_*C_ 1623. 5 Infrared
Viscosity

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

Cryos. A* 0.01986 c vap. *K


consts. B*
236.44 c vap.

* p u r i t y 9 9 . 39 m o l e % grams/100 grams solvent


REFERENCES: 1-Dow 2-API 3-Lit. 4 - C a l c . f r o m d e t , data 5 - C a l c . by formula
SOURCE: Dow
PURIFICATION: Distillation
LITERATURE REFERENCES:
Index
Compound Page Compound Page
No. No.

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

p - A m i n o ethylbenzene 339 1 -Bromo-4-ieopropylbenzene 157


ο - A m i n o ethyl Benzoate 514 1 -Bromo-2-methylbenzene 152
m - A m i n o methylbenzene 337 1-Bromo-4-methylbenzene 153
p - A m i n o methylbenzene 338 p - B r o m o p h e n y l phenyl ether 522
ο - A m i n o methylbenzoate 513 o-Bromoetyrene 172
4-Amino-m-xylene 341 o-Bromotoluene 152
n-Amylbenzene 47 p-Bromotoluene 153
2-tert-A,myl-4-methylphenol 301 o-Bromovinylbenzene 172
4-tert-Amyl-2-methylphenol 299 p-Bromovinylbenzene 173
4-tert-Amyl-3-methylphenol 300 Ν -Butylacetanilide 512
2, 6 - d i - t e r t - A m y l - 4 - m e t h y l - η - B u t y l aminobenzene 340
phenol 321
n-Butylaniline 340
2-n-Amylnaphthalene 223
n-Butylbenzene 25
4-n-Amylphenol 298
eec-Butylbenzene 27
4-tert-Amylphenol 297
tert-Butylbenzene 28
Aniline 335
n-Butylcyclohexane 453
n-Butylcyclopentane 382
4-tert-Butyl-2, 5-dimethyl-
phenol 303
B 4-tert-Butyl-2, 6-dimethyl-
phenol 304
Benzene 11
6-tert-Butyl-2, 4-dimethyl-
Benzenethiol 325
phenol 302
Benzophenone 354
6-tert-Butyl-3, 4-dimethyl-
Benzotrifluoride 133 phenol 305
Benzyl alcohol 347 4, 6 - d i - t e r t - B u t y l - 2 , 3 -
Bromobenzene 150 dimethylphenol 317

o-Bromocumene 156 2 -1 e r t - B u t y l - 4 - e thy lphenol 3 07

p-Bromocumene 157 4 - te r t - B u t y l - 2 - e thylphenol 306

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

Compound Page Compound Page


No. No.

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
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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

2 9 6-di-tert-Butyl-4-methyl- p-Chloroethylbenzene 146


phenol 313 1 -Chloro-2-ethylbenzene 144
1 -n-Butylnaphthalene 220 1 -Chloro-3-ethylbenzene 145
2-n-Butylnaphthalene 221 1 -Chloro-4-ethylbenzene 146
2 - n-Butylphenol 292 1- C h l o r o - 2 - i e o p r o p y l b e n z e n e 148
3 - n-Butylphenol 293 1-Chloro-4-ieopropylbenzene 149
4 - n-Buiylphenol 294 1- C h l o r o - 2 -methylbenzene 139
2-tert-Butylphenol 289 2 -Chloro-5 -nitrobenzotri-
fluoride 508
4-tert-Butylphenol 291
4-Chloro-3-nitrobenzotri-
2,4-di-tert-Butylphenol 308
fluoride 509
ο-text-Butylphenol 289
p-Chlorophenethyl alcohol 352
m-tert-Butylphenol 290
o-Chlorophenol 324
p-tert-Butylphenol 291
p - C h l o r o - p - p h e n y l ethyl a l c o h o l 352
ο-n-Butylphenol 292
o-Chloroetyrene 170
m-n-Butylphenol 293
p-Chloroetyrene 171
ρ-n-Butylphenol 294
ο - C h l o r otoluene 139
2,4, 6 - t r i - t e r t - B u t y l p h e n o l 322
2- C h l o r o - a a a - t r i H u o r o - 5 -
# â

ο - B u t y l toluene 55 nit r otoluene 508


o-aec-Butyltoluene 58 4 - C h l o r o - a , a, ο -trifluoro-3-
nit r otoluene 509
o - t e r t - B u tyltoluene 64
o-Chlorovinylbenzene 170
m-n-Butyltoluene 56
INDEX 527

C o m pound Page Compound Page


No. No.

p-Chlorovinylbenzene 171 1 -Cyclohexylundecane 460


0 - Cresol 274 Cyclooctatetraene 517
m-Creeol 275
Cyclopentane 359
p-Creeol 276
Cyclopentene 415
Cumene 18
1-Cyclopentyldecane 388
Cyclohexane 441
1 -Cyclopentyldocosane 400
Cyclohexene 489
1 -Cyclopentyldodecane 390
1- C y c l o h e x y l d e c a n e 459
1 - C y c l o p entyldotriacontane 410
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ix001

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

Compound Page Compound Page


No. No.

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

o-Dibromobenzene 151 ρ - D i i β opr opylbenz ene 101


1, 2 - D i b r o m o b e n z e n e 141 1, 2 - D i i e o p r o p y l b e n z e n e 99
o-Dichlorobenzene 135 1, 3 - D i i s opr opylbenz ene 100
m-Dichlorobenzene 136 1, 4 - D i i e o p r o p y l b e n z e n e 101
p-Dichlorobenzene 137 1, 2 - D i m e t h y l b e n z ene 14
1,2 - D i c h l o r obenzene 135 1, 3 - D i m e thy lben zene 15
1, 3 - D i c h l o r o b e n z e n e 136 1, 4 - D i m e thy lb en ζ ene 16
1, 4 - D i c h l o r obenzene 137 2, 4 - D i m e t h y l b e n z e n e t h i o l 332
3 4-Dichlorobenzotrichloride
# 143 2, 5 - D i m e t h y l b e n z e n e t h i o l 333
2, 4 - D i c h l o r o b e n z y l c h l o r i d e 141 2, 3 - D i m e t h y l c u m ene 79
3 , 4 - D i e h l o r o - 1 -methylbenzene 140 2 4 - D i m e t h y l cumene
9
82
3, 4 - D i c h l o r o t o l u e n e 140 2 5 - D i m e t h y l cumene
9
84
2, 5 - D i c h l o r o - p - x y l e n e 147 2, 6 - D i m e t h y l cumene 81
ο - D i e thylbenz ene 35 3, 4 - D i m e t h y l c u m e n e 80
m-Diethylbenzene 36 3, 5 - D i m e t h y l cumene 83
p - D i e thylben ζ ene 37 1,1 - D i m e t h y l c y c l o h e x a n e 444
1, 2 - D i e t h y l b e n z e n e 35 1, c i e - 2 - D i m e t h y l c y c l o h e x a n e 445
1, 3-Diethylbenzene 36 1, t r a n s - 2 - D i m e t h y l c y c l o ­
hexane 446
1, 4 - D i e t h y l b e n z e n e 37
1, c i e - 3 - D i m e t h y l c y c l o h e x a n e 447
2 3 - D i e t h y l - 1 -methylbenzene
9 85
1, t r a n s - 3 - D i m e t h y l c y c l o ­
2 4 - D i e t h y l - 1 -methylbenzene 86
9
hexane 448
2 5 - D i e t h y l - 1 -methylbenzene 87
9
1, c i e - 4 - D i m e t h y l c y c l o h e x a n e 449
2, 6 - D i e t h y l - 1 - m e t h y l b e n z e n e 88
1, t r a n s - 4 - D i m e t h y l c y c l o ­
3, 4 - D i e t h y l - 1 - m e t h y l b e n z e n e 89 hexane 450
3 5 - D i e t h y l - 1 - m e thylbenz ene
# 90 1,2 - D i m e t h y l c y c l o h e x e n e 496
2,3-Diethyltoluene 85 I, 3 - D i m e t h y l c y c l o h e x e n e 497
2,4-Diethyltoluene 86 1,4 - D i m e t h y l c y c l o h e x e n e 498
2 9 5-Diethyltoluene 87 1, 5 - D i m e t h y l c y c l o h e x e n e 499
2 9 6-Diethyltoluene 88 1, 6 - D i m e t h y l c y c l o h e x e n e 500
INDEX 529

Compound Page Compound Page


No. No.

2 . 3 - Dimethylcyclohexene 500 2 # 6-Dimethylphenol 280


2 . 4 - Dimethylcyclohexene 499 3 4-Dimethylphenol
# 281
3 . 3 - Dimethylcyclohexene 501 3, 5 - D i m e t h y l p h e n o l 282
4 . 4 - Dimethylcyclohexene 502 (I, 1-Dimethylpropyl)benzene 52
1, 1-Dimethylcyclopentane 362 (1, 2 - D i m e t h y l p r o p y l ) b e n z e n e 53
c i s - l , 2-Dimethylcyclopentane 363 1, 2 - D i m e t h y l - 3 - n - p r o p y l -
benzene 73
trans-1, 2-Dimethylcyclopentane 364
1, 2 - D i m e t h y l - 4 - n - p r o p y l -
c i s - l , 3-Dimethylcyclopentane 365
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 -
#

1, 3-Dimethylnaphthalene 209 T etr ahydr onaphtha lene 253


I, 4 - D i m e thylna phthal ene 210 2, 2 - D i m e t h y l - l , 2, 3, 4 - T e t r a ­
hydronaphthalene 252
1, 5 -Dimethylnaphthalene 211
2, 5 - D i m e t h y l - l , 2, 3, 4 - T e t r a -
1, 6-Dimethylnaphthalene 212
hyd r ona phtha lene 255
1 , 7 - D i m e thylna phtha 1 ene 213
2, 6 - D i m e t h y l - l , 2, 3, 4 - T e t r a ­
1, 8-Dimethylnaphthalene 214 hydronaphthalene 256
2, 3-Dimethylnaphthalene 215 2, 7 - D i m e t h y l - l , 2, 3, 4 - T e t r a ­
hydronaphthalene 257
2, 6-Dimethylnaphthalene 216
2, 7-Dimethylnaphthalene 217 2, 8 - D i m e t h y l - 1 , 2, 3, 4 - T e t r a -
hyd r ona phtha 1 ene 258
2 . 3 - Dimethylphenol 277
2 . 4 - Dimethylphenol 278 5, 6 - D i m e t h y l - l , 2, 3, 4 - T e t r a ­
hydronaphthalene 259
2, 5 - D i m e t h y l p h e n o l 279
530 A D V A N C E S IN C H E M I S T R Y S E R I E S

Compound Page Compound Page


No. No.

5, 7 - D i m e t h y l - 1 , 2, 3, 4 - T e t r a ­ ρ-Ethyl aniline 339


hydronaphthalene 260 E t h y l anthranilate 514
5, 8 - D i m e t h y l - l , 2, 3, 4 - T e t r a ­ Ethylbenzene 13
hydronaphthalene 261
2 - Ethylbenzenethiol 329
6, 7 - D i m e t h y l - l , 2, 3, 4 - T e t r a ­
hydronaphthalene 262 3- Ethylbenzenethiol 330

2, c i e - 5 - D i m e t h y l t h i a c y c l o p e n t a n e 434 4 - Ethylbenzene thiol 331

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

pentane 435 m - E t h y l cumene 71


Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ix001

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

2, 2 - D i m e t h y l t h i i r a n e 440 Ethylcyclohexane 443

2, 3-Dimethylthiophene 188 1- E t h y l c y c l o h e x e n e 493

2 . 4 - Dimethylthiophene 189 3- Ethylcyclohexene 494

2 . 5 - Dimethylthiophene 190 4 - Ethylcyclohexene 495

3 , 4 - D i m e thylthiophene 191 Ethylcyclopentane 361

2 . 4 - Dimethylthiophenol 332 1- E t h y l c y c l o p e n t e n e 419

2 . 5 - Dimethylthiophenol 333 3- Ethylcyclopentene 420

D i p h e n y l ether 521 4 - Ethylcyclopentene 421

Diphenylketone 354 9-Ethyl-(cis-Decahydro-


naphthalene) 268
Diphenylmethane 518
9-Ethyl-(trane-Decahydro-
D i p h e n y l oxide 521
naphthalene) 269
n-Docosylbenzene 117
2 - E t h y l - l , 3 - d i m e thylbenz ene 38
a-Docoeylcyclohexane 471
2 - E t h y l - 1 , 4-dimethylbenzene 39
n-Docoeylcyclopentane 400
3 - E t h y l - 1 , 2 -dimethylbenzene 40
n-Dodecylbenzene 107
4 - E t h y l - l , 2-dimethylbenzene 41
n-Dodecylcyclohexane 461
4 - E t h y l - l , 3-dimethylbenzene 42
n-Dodecylcyclopentane 390
5- E t h y l - 1 , 3-dimethylbenzene 43
1- n-Dodecylnaphthalene 236
Ethylene sulfide 437
2 - n-Dodecylnaphthalene 237
1-Ethyl-2-isopropylbenzene 70
n-Dotriacontylbenzene 127
1-Ethyl-3-isopropylbenzene 71
n-Dotriacontylcyclohexane 481
1- E t h y l - 4 - i s o p r o p y l b e n z e n e 72
n-Dotriacontylcyclopentane 410
2- Ethyl-l-methylbenzene 22
Durene 46
3- Ethyl-1-methylbenzene 23
4- Ethyl-l-methylbenzene 24

Ε 1-Ethyl-1-methylcyclopentane 369

n-Eicoeylbenzene 115 cie-1 -Ethyl-2-methylcyclo-


pentane 370
n-Eicoeylcyclohexane 469
trans-l -Ethyl-2-methylcyclo­
n-Eicoeylcyclopentane 398 pentane 371
INDEX 531

Compound Page Compound Page


No. No.

c i s - l -Ethyl-3-methylcyclo- 2 - Ethylthiacyclopentane 432


pentane 372
3- Ethylthiacyclopentane 433
trans-1-Ethyl-3-methylcyclo-
2-Ethylthiacyclopropane 439
pentane 373
2 - E t h y l -( 1 thiaethyl) -benzene 182
2- Ethyl-3-methylthiophene 196
o-Ethyl-(l-thiaethyl)-benzene 182
3- Ethyl-2-methylthiophene 197
2-Ethylthiirane 439
4 - Ethyl-2-methylthiophene 198
2 - Ethylthiophene 186
5- Ethyl-2-methylthiophene 199
3 - Ethylthiophene 187
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ix001

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

Compound Page Compound Page


No. No.

n-Heneicosylcyclohexane 470 Isobutylbenzene 26


n-Heneicosylcyclopentane 399 1 -Ieobutyl-2-methylbenzene 61
1 -Hentriacontane 126 1 -I β o b u t y l - 3 - m e t h y l b e n z e n e 62
n-Hentriacontylbenzene 126 1 -Is o b u t y l - 4 - m e t h y l b e n z e n e 63
η - H e n t r i a c onty le y c lohexane 480 o-Isobutyltoluene 61
n-Hentriacontylcyclopentane 409 m -1 β obuty 11 oluen e 62
n-Heptacosylbenzene 122 p-Ieobutyltoluene 63
n - H e p t a c o s y l c y c lohexane 476 Ieodurene 45
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ix001

n-Heptacosylcyclopentane 405 Ieopentylbenzene 51


n-Heptadecylbenzene 112 Ieopropenylbenzene 160
n-Heptadecylcyclohexane 466 Iβ opr opylbenz ene 18
n-Heptadecylcyclopentane 395 Ieopropylcyclohexane 452
n-Heptylbenzene 102 Ieopropylcyclopentane 368
n-Heptylcyclohexane 456 p - I s o p r o p y l - α - m e t h y l β t y r ene 169
η -Heptylcyclopentane 385 I s o p r o p y l phenyl sulfide 179
1 -n-Heptylnaphthalene 226 p-Ieopropylstyrene 168
2-n-Heptylnaphthalene 227 2 -Is opr opylthiophene 194
}f-Hexachlorocyclohexane 486 3-Isopropylthiophene 195
n-Hexacosylbenzene 121 o-Isopropyltoluene
(o-Cymene) 32
n-Hexacosylcyclohexane 475
m -1 s opr opy It oluen e
n-Hexacosylcyclopentane 404
(m-Cymene) 33
n-Hexadecylbenzene 111
ρ - 1 8 opr opylt oluene
n-Hexadecylcyclohexane 465 (p-Cymene) 34
n-Hexade cylcyclopentane 394 p-Ieopropylvinylbenzene 168
©C-Hexane 486
n-Hexatriacontylbenzene 131 M
η - Hexa t r i a c ontylc yc lohexane 485 Mesitylene 21
η - Hexa t r i a c ontylc yc lopentane 414 M e t h y l a n thr a n i late 513
n-Hexylbenzene 98 Methylbenzene 12
n-Hexylcyclohexane 455 2 - Methylbenz ene thiol 326
n-Hexylcyclopentane 384 3-Methylbenzenethiol 327
1 -n-Hexylnaphthalene 224 4 -Methylbenzenethiol 328
2 -n-Hexylnaphthalene 225 M e t h y l benzoate 357
ρ - te r t - H y d r o x y benzene 297 α - M e t h y l benzyl alcohol 348
(1 -Methylbutyl)benzene 48

I (2-Methylbutyl)benzene 50

Iodobenzene 158 Methylcyclohexane 442


INDEX 533

C ompound Page C ompound Page


No. No.

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

naphthalene) 265 2 - M e thylthia c yc lopentane 430


9-Methyl-(cie-Decahydro- 3 - M e thylthia eye lopentane 431
naphthalene) 266
2 - M e thylthia c y c l o p r o p a n e 438
9-Methyl-(trane-Decahydro-
naphthalene) 267 2 - M e thy 1 thii r a η e 438
1 -Methyl-2-ieopropylbenzene 32 p - M e t h y l - ( l -thioethyl) -
benzene 177
1 -Methyl-3-isopropylbenzene 33
4 - M e t h y l - ( 1 - thioethyl) -
1 -Methyl-4-isopropylbenzene 34 benzene 177
1 - Methylnaphthalene 204 184
2 -Methylthiophene
2 - M e thy lna phtha 1 ene 205 3 - M e thy 1 thiophene 185
2-Methylphenol 274 ο - Me thy lthi ophenol 326
m-Methylphenol 275 327
m - M e thy lthi ophenol
p-Methylphenol 276 328
ρ - M e thy 1 thiophen ol
2 - M e t h y l -1 -phenylbutane 50 ( 2 - M e t h y l -1 - thiopropyl) -
2 - M e thy 1 - 2 - pheny lbuta n e 52 benzene 179
3 - M e t h y l -1 -phenylbutane 51 3 - M e thyl -( 1 - thiopr opyl) -
benzene 180
3-Methyl-2-phenylbutane 53
4 - M e t h y l - ( 1 -thiopropyl) -
M e t h y l phenyl ketone 353 181
benzene
M e t h y l phenyl sulfide 175 m - M e t h y l - ( 1 - thiopropyl) -
1 - M e t h y l - 2 - p r opylbenz ene 29 benzene 180
1 -Methyl-3-propylbenzene 30 p-Methyl-(l -thiopropyl)-
benzene 181
1 -Methyl-4-propylbenzene 31
ο - M e thyl viny lbenz ene 162
a -Methylstyrene 160
m - M e thyl viny lb enz ene 163
β - M e t h y l s t y r ene 161
p-Methylvinylbenzene 164
ο-Methyl e tyr ene 162
Morpholine 515
m - M e t h y l s t y r ene 163
p-Methyletyrene 164
l - M e t h y l - 1 , 2 , 3, 4 - T e t r a h y d r o ­ Ν
naphthalene 240 Naphthalene 203
534 ADVANCES IN CHEMISTRY SERIES

Compound Page Compound Page


No. No.

Neopentylbenzene 54 n-Pentetriac ontylbenzene 130


Nitrobenzene 345 n-Pentatriacontylc yclo­
m-Nitrobenzotrifluoride 507 hexane 484
n-P enta t r ia c onty lc yc lo -
n-Nonacoaylbenzene 124
pentane 413
n-Nonacoeylcyclohexane 478 n-Pentylbenzene 47
n-Nonacosylcyclopentane 407 n-P enty le yc lohexane 454
n-Nonadecylbenzene 114 n-Pentylcyclopentane 383
n-Nonadecylcyclohexane 468 1 -η-Ρ entylna phtha lene 222
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ix001

n-Nonadec ylc yclopentane 397 2 -n-Pentylnaphthalene 223


n-Nonylbenzene 104 Phenethyl alcohol 349
n-Nonylcyclohexane 458 p-Phenetidine 511
n-Nonylcyclopenian* 387 Phenol 273
1 -n-Nonylnaphthalene 230
1 -Phenyl butane 27
2 -n-Nonylnmphthalene 231 1 -Phenyldecane 105
1 -Phenyldocoeane 117
Ο 1 -Phenyldodecane 107
n-Octacoeylbenzene 123 1 -Phenyldotriac ontane 127
n-Oc tac oiylcyclohexane 477 1 -Phenyleicoaane 115
n-Octecosylcyclopentane 406 α-Phenyl ethyl alcohol 348
η - Oc tadecylbenz ene 113 β-Phenyl ethyl alcohol 349
n-Octadecylcyclohexane 467 Phenyl fluoride 132
η - Octedecylcyc lopentane 396 1 -Phenylheneicoaane 116
n-Octylbenzene 103 1 -Phenylheptacoeane 122
n-Oc tylcyc lonexane 457 1 -Phenylheptadecane 112
tr-Octylcyclopentane 386 1 - Phenylheptane 102
1 -n-Octylnaphthalene 228 1 -Phenylhexacoaane 121
2-n-Oc tylnaphthalene 229 1 -Phenylhexadecane 111
p-tert-Octylphenol 323 1 - Phenylhexane 98
1 -Phenylhexatriac ontane 131
Ρ Phenylhydrazine 510
n-Pentacoeylbenzene 120 2 -Phenyl-2 -methylpropane 28
η-Pen tac osylc yclohexane 474 1 -Phenylnonacosane 124
n-Pentacosylcyclopentane 403 1 -Phenylnonadecane 114
n-Pentadecylbenzene 110 1 -Phenylnonane 104
n-P entedec ylc yc lonexane 464 1 -Phenyloctacoeane 123
n-Pentadecylcyclopentane 393 1 -Phenyloctadecane 113
Pentemethylbenmene 97 1 -Phenyloctane
INDEX 53$

Compound Page C ompound P a ge


No. No.

1 -Phenylpentacoeane 120 5 -Propyl-m-xylene 77


1 -Phenylpentadecane 110 Pseudocumene 20
2 - Phenylpentane 48
3 -Phenylpentane 49 S
1 -Phenylpentatriacontane 130 Spiropentane 519
1 -Phenyltetracosane 119 Styrène 159
1 -Phenyltetradecane 109
1 -Phenyltetratriacontane 129 T
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

Prehnitene 44 n-Tetradecylcyclohexane 463

Propenylbenzene 161 n-Tetradecylcyclopentane 392


Propiophenone 356 trans-Tetrahydro-2, 5-dimethyl -
thiophene 435
n - P r opy lb en ζ ene 17
Tetrahydro-p-isoxazine 515
n-Propylcyclohexane 451
T e t r a h y d r o-2 - m e t h y l - 1 - t h i a p y r a n 504
n-Propylcyclopentane 367
Tetrahydro- 3-methyl-1 -thiapyran 505
1 -n-Propylnaphthalene 218
Tetrahydro-4-methyl-l-thiapyran 506
2 -n-Propylnaphthalene 219
Tetrahydro-2-methylthiophene 430
2 -Propylphenol 286
T e t r a h y d r o - 3 - m e thylthiophene 431
3-Propylphenol 287
1, 2, 3, 4 - T e t r a h y d r o n a p h t h a l e n e 239
o-Propylphenol 286
T e t r a hyd r othiophen e 429
m-Propylphenol 287
1, 2, 3, 4 - T e t r a m e t h y l b e n z e n e 44
p-Propylphenol 288
1, 2, 3, 5 - T e t r a m e t h y l b e n z e n e 45
n - P r o p y l phenyl sulfide 178
2 - P r opylthiophene 1,2, 4, 5 - T e t r a m e t h y l b e n z e n e 46
192
p-( 1,1,3,3 - T e tramethylbutyl) -
3-Propylthiophene 193 323
phenol
o-Propyltoluene 29 n-Tetratriacontylbenzene 129
m-Propyltoluene 30 n - T e tr a t r i a c ontylc y c lohexane 483
p - P r opyltoluene 31 n-Tetratriacontylcyclopentane 412
2-Propyl-m-xylene 75 ( 1 -thiabutyl) -benzene 178
2-Propyl-p-xylene 78 T nia cyclobutane 520
3 - P r opyl - o - x y 1 ene 73 Thiacyclohexane 503
4 - P r opyl - ο - x y l e n e 74 T h i a c y c lopentane 429
4-Propyl-m-xylene 76 Thia cyclopropane 437
536 A D V A N C E S IN C H E M I S T R Y S E R I E S

Compound Page Compound Page


No. No.

( 1 - T h i a ethyl) -bensene 175 1, c i e - 2 , t r a n e - 4 - T r i ­


m e thylcyclopentane 380
(1-Thiapropyl)-benzene 176
l,trans-2, c i s - 3 - T r i -
Tbiophene 183
m e t h y l c yc lopentane 378
Thiophenol 325
1, t r a n s - 2 , c i s - 4 - T r i m e t h y l -
Toluene 12
c y c lopentane 381
o-Toluidine 336
T r i m e t h y l e n e sulfide 520
m-Toluidine 337 2, 3, 4 - Τ r i m e thylthiophene 200
p-Toluidine 338
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ix001

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

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