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PHYSICAL

OF
PHYSICAL PROPERTIES
PROPERTIES OF

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.fw001

CHEMICAL
COMPOUNDS
CHEMICAL COMPOUNDS
A
A systematic tabular presentation of accurate data
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
Number fifteen
fifteen of
of the
the Advances
Advances inin Chemistry
Chemistry Series
Series
Industrial and
Edited
Edited by
b y the
the staff
staff of
of Industrial
and Engineering
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 Sixteenth Street, N.W.
N.W.
1155
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

Copyright 1955
1955 by
by
AIIERlcAN CHEMICAL
AMERICAN
CHEMICAL SoCIETY
SOCIETY
All
Reserved
AU Rights
Rightll Ruervl

Physical Properties

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Of Chemical Compounds
R. R. Dreisbach

The Dow Chemical Co., Midland, Mich.

Definition of the Symbols and Parameters Used, with the


Methods of Calculating the Parameters

% Pur.: Mole % purity by weight.


F.P.! Freezing point, C.

Mol.

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.

+ 0.4)
l)/(nfi + 2) X

"c"

"C": Constant of the Eykman equation, (nfi - 1)/(no

X l/d =

MR (obs.): Molal refraction (obs.) = (nfi (M = mol. wt.)

M/d = MR at 20 C.

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 otherwise 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.

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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)
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

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.
te=

B*
-C
(A * - log dvo)

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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 .
~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 viscosity 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.

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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 temperature 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 temperature 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.
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 designated. 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 calculated 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

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

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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
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 constant. 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.

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.

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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.

Cox Chart Famllie.


1. Alkyl and halo benzene"
2. Styrenes
:J. Thiaalkyl benzenes
4. Thiophenes
5. Alkyl naphthalenes
6. Tetrahydronaphthalenes

i.

Decahydronaphthalene~

Aromatic phenols
Thiophenols
Aromatic amine"
11. N itrobenzenf'll
8.
9.
10.

12.
13.
14.
15.
16.
Ii.
18.
19.
20.
21.
22.

Aromatic alcohols (Phenyl ethyl alcohols)


Aromatic ketones
Aromatic esters
Cyclopentanes
Cyclopentenes
Thiacyclopentanes
Thiacyclopropanes
Cyclohexancs
Cyclohexenep
Thiacyclohexanes
Miscellaneous

PHYSICAL PROPERnES Of CHEMICAL COMPOUNDS

Atomic Refractive Indices Used for Computing Molecular Refractive Index

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

All values are for the sodium line.


Carbon singly bound and alone
Carbon singly bound
Carbon double bond
Carbon triple bond
Carbon conjugated
Hydrogen
Oxygen-hydroxyl
Oxygen-ethereal
Oxygen-ketonic
Oxygen-as ester

2.592
2.418
l.733
2.398
1.27
1.100
1.525
1.643
2.211
1.64

Sulfur-as SH
Sulfur-as RSR
Sulfur-as RCNS
Sulfur-as RSSR
Nitrogen
as aliphatic primary amine
as aromatic primary amine
as aliphatic secondary amine
as aromatic secondary amine
as aliphatic tertiary amine
as aromatic tertiary amine
as hydroxylamine
as hydrazine
as aliphatic cyanide
as aromatic cyanide
as aliphatic oxime
as primary amide
as secondary amide
as tertiary amide

7.69
7.97
7.91
8.11

NO as nitrites
NO as nitrosoamine
NO. as alkyl nitrite
NO. as alkyl nitrate
NO. as nitro paraffin
NO. as nitro aromatic
NO. as nitramine
Fluorine
Chlorine
Bromine
Iodine

5.91
5.37
7.44
7.59
6:72
7.30
7.51
0.955.967
8.865
13.900

2.45
3.21
2.65
3.59
3.00
4.36
2.48
2.47
3.05
3.79
3.93
2.65
2.27
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


CH.....................

C.................. .....
H ......................
0 ......................
o (Alcohol)...... . . . . . . . .
O.(Ester).. .. . . . . . . . . . ..
N......................
N (Nitrile). . . . . . . . . . . . ..
S .......................
F .......................
Cl..... . . . . .. .. .. . . . . . ..

Sugden
39.0
4.8
17.1
20.0
15.0
60.0
12.5
14.4
48.2
25.7
54.3

Sugden
Br...................... 68.0
I.. . . . . . . . . . . . . . . . . . . . .. 91.0
Single bond ............. .
Double bond. . . . . . . . . . . .. 23 . 2
Triple bond. . . . . . . . . . . . .. 46.6
3-Membered ring.... . . . .. 16.7
4-Membered ring......... 11.6
5-Membered ring.... . . . . . 8.5
6-Membered ring.... . . . . . 6.1
7-Membered ring ........ .
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
I

NAME

Benzene

Mole
1RefJ Molecular
"Pur. 99.9961 z'l Formula
C 6H 6

B.;fr; C
100 mm

Molecular
W.,,-ht 78. 108

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

~~

Ref

dt/dP

f
I

C/mm
80.100
Z6.075

_I~: ~O

R.f
5.533

F P C
F. P. 100'10

STRUCTURAL FORMULA

Z5C
BP
te

Z
Z
:

5
Z
5

Ref. Inde,.
nO ZOC
Z5
30

I. SOliZ
1.4979Z
1. 49468
0.7500

MR (Ob )
MR (Calc.)

h
f'

::!

4
4

0.0669

to

1_- _.~

Z
Z

Dielectric
Z.Z83
A I 0 to
6.90565
B 1.l.6.Q. :"C_ IZ11. 033
C
ZZO.79

I
Z
Z
Z

.1

A, IS to
1.19411
B.l!5,!... 11 Z7. 9
K
Z5.0
c
-0.13147
tk fT50to ISS.
~ IZ45C
345.8
~I

B'I _ _ o.

C'
A'.
B'.

to
C

AclI60
BCLtc
Cc
Cryos.
con.t

to
C
A
B

PV IRT
ZSC
30mm
BP
t.
tc
6Hc kcal/m
6W

4
6Ff
4
4
Visco.ity
4
centistoke.
4."
ZOC
5
30
50
70
B V 1 Z5 to
A v I 80 C

1-(B"iI - to-

~~--~+-------+-~I

7. 4Z91Z
16Z8.3Z
Z79.56
0.015Z3
0.003Z

te C
88.04
TR = O.77Tc
REFERENCES:
SOURCE:
PURIFICATION:

I-Dow

lI...:e!:':"LI--=-Z~5~.~C:.+_~0.:..!Z:..!0~8~8~":5~1r.~=:;:::-,;4;;;01t-'Z:..:6",..:;1..:;4-rZ~

Z I~
Z
d c Ilml
Vc mill
4
t.C
c
4
Pc mm

z6.1835
1.0616Z

(nD-d/Z)

0.5949
30.09

R.f
O. Z605
0.0 3 31

4
Z I--=-L""""'T----I----I---l
~--~1----~~-4~5~.----~5~1~~~~~1_~~~--r_~ m
1 300to -0.1030 4
6Hv calli
I
Pre ure
Z5C
103.57
Z
n I
_ IQO....:~ 0.0014 4
mm Z5C
9S.18
5
-0.0 6 71 4
30mm
108.19
4
0
1
964.4
5
t.
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
+--=:-0::.;.:..:0:..:0~1.:.05::..j....:4!.....1I-d.,- 0 to
108.79
5.
30
Z7.49
Z

r-:b=--___

30 mm
6Hm calli

O. ZZ76
0.04Z71
0.0355

5
5
5
Z
Z

0.300
3.333
Z89.45
36936.

Z
Z
Z
Z

0.99ZZ
1.0000
0.9658
o. 9596
O. Z74
757.5Z
11.718
Z9.756

4
5
4
5
Z

0.74Z7
0.659Z
0.5156
o 4148

I
I

Z
Z
Z

5Z3.4
1.09Z90

0.4178
0.4315
0.Z516
0.34Z4

3z
3z
Z
Z

Parachor [p]
ZO"C
30
40
Suld.

Exp. L.l. "/wt.


1. 8
u.
7.7
Disperaion
189.Z
Flash Point .C~ -11.
Fire Point
M. Spec.
Ultra V.
X-Ray DU.
Infrared

Solubility in ..
Acetone
Carbon tet.
Ben.ene
Ether
n-Heptane
Ethanol
Water
#Water in

#-

(AVII
C
c liq.300.K
P
3Z0
c p vap.30(1'K
400

Z06.06
Z06.10
Z06.11
Z07. I

11

3'
3'
Z

GO
GO
GO
GO
GO

0.174
7.0
0.ZZ6

API

.!!'

GO

'" closed cup


Irama/lOO Irams aolvent
Z-API 3-Lit. 4-Calc. from det. data 5-Calc. by formula
API

3 J.A.C.S .

Yea
Yea
Yes
99.

LITERATURE REFERENCES:
733 (1947); 3 z Timmerman.

4
4

1573 (1951); 3' Chem. Met. Enl. 44-IZ,

IZ

ADVANCES

CHE.uSTRYSER~

No

NAME

Toluene

r Moleculer
Wei.ht 9Z.134

C 7H8

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

_q4 qql

Pre ur.
mm ZSC
te
Denaity
Ilml ZO"C
Z5
dt
30
4
a
b

Z8.437
1048.Z

0.88547
-0.0,9Z4

4
4

1. 49693
1. 49414
1.491Z9

Z
Z
4

0.7545

MR (Oba.)
MR (Calc.)
(aD-d/Z)

31. 095
30.9Z5
1.06346

Z
5
Z

Dielectric
A I ZO to
B ~O.!!_:~
C
Ael ZO to
B81212" .

Z.379
6.95334
1343.943
ZI9.377

3
Z
Z
Z

I.Z79Z3

4
4
5
5
5
5

'It 1T75"'"tot,. I Z70 C


A'I

IZ5~.3

Z3.
-0. 11760
175.
380.0

6Hm callI
6Hv calli
Z5C
30mm
BP
te
te (d,e)

4
4
Z
Z
4

lie"

Z5C
BP
te
30mm

Z
4
4
5
5

0.86694
0.86Z30
0.85757

ReI. Jade,.
aD ZO"C
Z5
30

dt/dP

C/mm
110.6Z5
51. 944
Z6.04
6.37
-Z6. I ?

6Hv/Te
d 1
Z5 to
~...! ~3!L.
d' 1
to
e' I
C
d c Ilml
v mill
t cC C
Pc mm

C'
A'e
B'e

to
OC

Ac I ZOO to
BcL.!c C
Cc
-,;"

7.45657
1796.9
Z84.6Z

4
4
4

0.OZ508
0.0019

Z
Z

Cryoa. A
coa.te Be
o

te C

IZZ.34

f. closed CUD
REFERENCES: 1-0_
SOURCE:

0.6808
0.0463
0.0360

4
Z
5

0.6487

17.17

Z5C
30 mm
BP
te
tc
6Hc kcal/m
6Hl
6FI

98.55
97.9
86.80
84.73
85.17

Z
5
Z
5
5

19.74

101. 98
0.1372

5
5

0.Z88
3.473
lZQ.8

Z
Z
Z

30400.

P~~RT

0.9968
0.9966
0.9613
0.95ZZ
0.Z63
901.50
Z.867
Z7.Z8Z

Z
4
4
4
5
4
Z
Z
Z

Viacoalty
cead.toke~

"

to

B'L_~

[ReI.

ReI

Ref

B.P. C
760mm
100
30
10
I

OCH

Methylbenzene

Mole
IRef.1 Moleculer
i- Pur. 99.999 Z Formule
F P. C
F.P. 100ft

STRUCTURAL FORMULA

ZO
40
60
80

B V I 40 to
A V I 90 C
t'(BV) I - -t';(A V) I
C
c p liq.
K

5
Z-API

c p vap.300"K
400
Yap.

0.67778
0.56457
0.458Z5
0.39119

I
I
I
I

440.66
!.34476

4
4

0.Z708
0.3609

I
I
h

I'
I'
h'

m
n
0

I
I

0'

0.3971 4
-0.0 3 59 4

5 to
!l1.Q. ~~

O.O~ZI

1300 to
12~ ~

-0.0654
0.0013
-0.0 6 55

4
4
4

1700 to

0.0471 4
0.0 398 4
-0.0 6 35 4

I
to
1__ ~K

I
m' I
n'

1.!.0~ ~

1
Sudace tenaion
dynea/cm. ZOC
J
30
40
Parachor [p]
ZOC
30
40
SUld.
E,.p. L.l. '!Io/wt.
u.
Olaperoion
Fleah PointC
Fire Point
M Spec.
Ultra V.
X-Ray Dil.
Inlrared
Solubility in
Acetone
Carbon tet.

Z8.53
Z7.3Z
Z6.15

Z
Z
Z

Z45.63
Z45.68
Z45.71
Z46.1

4
4
4
5

1. Z4
19.3
184.7
4.44-"-

3'
3'
Z

Yea
Yea

I
I

865.

Ben De

Ether
n-Heptane
Ethanol
Water
Water iD

GO
GO
GO
GO

7.3
0.055

+ nama/lOO "rama solvent


5-Calc. by lormula

API

PURIFICATION:

API
UTERATURE REFERENCES:

GO
GO

Z
Z

4-Calc. Irom det. data

Cy

3-Lit.

3'

3 NBS 514; 3' Nat. Fire Prot. Assoc. 3Z5 (1949)

I
I

13
TABLE

I.

ALKYL AND HALO BENZENES


No

NAME

1t-__E_th_y_l_be_n_z_e_n_e_ _ _ _ _ _ _ _ _ _ _ _ _-i

I
I ,!
I

Mole
Ref Molecular
" Pur. 99.995 z'l Formula
C 8H IO
F P C
F. P. 100'll0
B. P. C
760 mm
100

~~

Ref
dt/dP

f
I

oc/rrun
136.186
74.10

~:: ~~

OC

Molecular
Weight 106.160

Ref

ZSC
BP

Z
Z
:

STRUCTURAL FORMULA

'
I

2H 5

I___.K.

Ref

to

te

1.8Z86
5
0.04898 Z l-.::h'""'"I-....----t----+---i
6
5
f'
I
to
0.030,
~ __ .K

30 mm

0.6866

:'

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

1 _ _~I_ _~~-19~.Z~-~S~I~6~Hm~:c~a~I/:I~t_~ZO~.~6~3-_r~Z~---~~-r~-~-~~~~

t-

6Hv calli
m
I 300 to -0.0734 4
Pre.aure
ZS.C
95.11
Z
n I
1_6..Q.0~~ 0.0014 4
rrun ZsC
5
9.571
30 rrun
93.00
4
0
I
-0.0 6 61 4
llZ8.
5
te
BP
81. 00
Z
m' I
I 700 to
0.0675 4
Density
0.8670Z Z
te (d )
78.97
5
n' I
l!.oQJ! ':'K 0.0 3 99 4
Ilml ZODC
0.86Z64 Z
te.e
78.94
5
0' I
-0.0 6 35 4
dt
Z5
0.8S8Z6 4
6Hv /Te
19.74
5
4
30
d
45
to
99. Z6
4
Surface tenaion
a
0.88453 4
e I 160.C
0.1341
4
dynea/cm. ZOC 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
ZOC 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.)
35.761
Z
PV/RT
Exp.
L.I.
MR (Calc.)
35.543
5
ZS.C
1. 0000
5
u.
(nD-d/Z)
I. 06Z37
Z
30 rrun
Diaperaion
1. 0000
5
Z
174.7
Dielectric
Z. Z38
5
BP
0.96SZ
4
Fla ah Point C
15.0
3
0.9547
5
A I 45 to
6.95719 Z
Fire Point
0.Z66
Z
B I 190C 14Z4. ZSS
Z
c
Yea
M. Spec.
C - - - - Z13.Z06
Z
6Hc kcal/m
Z
1048.53
Ultra V.
Yee
6Hf
Z
-Z.977
X-Ray
DU.
5
6Ff
Z8.614
Z
Infrared
507.
5
Viscoaity
Solubility in
cenUatokea
Acetone
III
0.78Z3
Z
."
ZOC
Carbon tet.
III
Z
40
0.6305
BeD De
III
O.SZS
Z
7.3ZSZS 5
60
A'I zo to
Ether
III
_0,447
2
5
_80
B'I 4SC 16ZZ.0
n-Heptane
III
C,--- Z30.7
5
B V I zo to
Ethanol
III
413.1
4
Water
O.OZO
A V '90 C
2'.48073 4
A'e ZS to
1. 69ZZ4 55 f-(B::V)-'90- -toWater in
0.114
B'e 4SC ISZZ.4
408.5
4
~~---~------+--~I
Acl190to
7.3729
5
(Av)nSO C
2'. 494Z8 4
BCLtc C 1779.0
5
K
Cc
z60.6
5

"'_t.

!e

Cryoa. A
conata. B
te C

0.03471
O. 00Z9
lSI. SZ

REFERENCES:
SOURCE:
PURIFICATION:

I-Dow

Z
Z

c p vaP.30d'K
400

0.Z9088
0.38395

Z
Z

5
Z-API

3-Lit.

4-Calc. from det. data

Irame/lOO Irams aolvent


5-Calc. by formula

API

API
LITERATURE REFERENCES: 3 Nat. Fire Prot. Aesoc. 3ZS (1949)

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

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TABLE

XXII.

523

MISCELLANEOUS
No.
o-Chlorobenzaldehyde

NAME

Mole
% P u r . 9 9 . 61

Ref.
1

STRUCTURAL
CHO

MolecuUr
Formula
7 5
c

Ref,

RefJ
12. 19
12.39

F . P . I
F . P . TOOT

Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ch001

Pressure
m m 25*C

211.89
140.40
108.63
84. 31
4 3 . 53

1.24829
1.24320
1.23811

2 5

1.26865
- 0 . 00102
Ref.
n

Index
20*C
25
30

1.56620
1.56384
1.56161

M R (Obs.)
M R (Calc.)
(nD-d/2)

37.005
37.073
0.94206

48.61
0. 05615
0. 03665

30 m m

94.47
8 5 . 55
72.53
69.72
69.43

t (d.e)
e

to
^C_
to
*C

99.25
0. 1261
9 7 . 14
0.1067

I
I

I
tcT
L _ 1 K
Surface tension
dyne /cm. 2 0 C

30
40
#

Parachor

d g/ml
v ml/g
c

20 C
30
40
Sugd
e

0.59201

A 109 to
l290_^C
C

7.06216
1718.10
199.

0 9 to
B*(246_*C_

1.52895
1623. 5

PV/RT
25 C
30 m m
BP

if'

A He k c a l / m
A Hi
AFf

7.38896
1925.0
217.

A * 25 to
*109 C

1.85246
1823.9

Acl

Viscosity
centistokes

I 25 to
B'|109 C
C
#

1.0000
1.0000
0.9405
0.9222

to
C

-c

to

to

(A )|

c
Cryos. A*
consts. B*

0.01986
236.44

to
C

(B )|
v

liq.

vap.

*K

vap.

* p u r i t y 9 9 . 39 m o l e %
REFERENCES:
SOURCE:
PURIFICATION:
LITERATURE

1-Dow

31.70
30. 68
2 9 . 68

tP]

Dielectric

Ref.

to

19.37

. d I 109
l e
l_23_6_
d'"~| 25
e ! 109
1

h' i
m

cal/g
25 C
30 m m
BP

AHv/T

f
8
h

0.7974
22.67

A H m cal/g

0.2718
1307.6

Density
g / m l 2<rC
A
4
30
1

dt/dP
C/mm
25 C
BP
e

B . P . *C
760 m m
100
30
10
1

Molecular
Weight 141.567

269. 1

E x p . L . 1.%/wt.
u.
Dispersion
Flash Point C
F i r e Point
4

M . Spec.
Ultra V .
X-Ray Dif.
Infrared
Solubility i n
Acetone
C a r b o n tet.
Bensene
Ether
n-Heptane
Ethanol
Water
Water i n

grams/100 grams
2-API
Dow

3-Lit.

Distillation
REFERENCES:

17

FORMULA

4 - C a l c . f r o m d e t , data

solvent

5 - C a l c . by formula

Index
Compound

Page
No.

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Acetophenone

353

m-Aminobensotrifluoride

Compound

Page
No.

p-Bromoethylbenzene

155

1 -Blomjo-2-ethylbenzene

154

344

1-Bromo-4-ethylbenzene

155

- 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

p - A m i n o ethylbenzene

339

1 -Bromo-4-ieopropylbenzene

- 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

- A m i n o methylbenzoate

513

o-Bromoetyrene

172

4-Amino-m-xylene

341

o-Bromotoluene

152

47

n-Amylbenzene

157

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

-Butylacetanilide

512

- B u t y l aminobenzene

340

n-Butylaniline

340

2, 6 - d i - t e r t - A m y l - 4 - m e t h y l phenol

321

2-n-Amylnaphthalene

223

4-n-Amylphenol

298

4-tert-Amylphenol

297

Aniline

335

B
Benzene

11

n-Butylbenzene

25

eec-Butylbenzene

27

tert-Butylbenzene

28

n-Butylcyclohexane

453

n-Butylcyclopentane

382

4-tert-Butyl-2, 5-dimethylphenol

303

4-tert-Butyl-2, 6-dimethylphenol

304

6-tert-Butyl-2, 4-dimethylphenol

302
305

Benzenethiol

325

Benzophenone

354

Benzotrifluoride

133

6-tert-Butyl-3, 4-dimethylphenol

Benzyl alcohol

347

4, 6 - d i - t e r t - B u t y l - 2 , 3 -

Bromobenzene

150

dimethylphenol

317

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

p - B r o m o diphenyl oxide

522

o-Bromoethylbenzene

154

2, 6 - d i - t e r t - B u t y l - 4 - e t h y l phenol
4, 6 - d i - t e r t - B u t y l - 2 - e t h y l phenol

o-Bromocumene

320
318

A D V A N C E S IN C H E M I S T R Y S E R I E S

526

Compound

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4, 6 - d i - t e r t - B u t y l - 3 - e t h y l phenol

Page
No.

319

Compound

Page
No.

m-eec-Butyltoluene

59

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

1-tec-Butyl-3-methylbenzene

59

1-sec-Butyl-4-methylbenzene

60

1 - t e r t - B u t y l - 2 -methylbenzene

64

1-tert-Butyl-3-methylbenzene

65

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

2- eec-Butyl-4-methylphenol

296

2-tert-Butyl-4-methylphenol

295

4, 6 - d i - t e r t - B u t y l - 2 - m e t h y l phenol
4, 6 - d i - t e r t - B u t y l - 3 - m e t h y l phenol
2

311
312

6-di-tert-Butyl-4-methyl-

C
p-Chloroacetophenone

355

o - C h i oroaniline

342

m-Chloroaniline

343

o-Chlorobenzaldehyde

523

Chlorobenzene

134

o-Chlorobenzotrichloride

142

o-Chlorocumene

148

p-Chlorocumene

149

0 - Chloroethylbenzene

144

m-Chloroethylbenzene

145

p-Chloroethylbenzene

146

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

4-tert-Butylphenol

291

2 -Chloro-5 -nitrobenzotrifluoride

508

phenol

2,4-di-tert-Butylphenol

308

-text-Butylphenol

289

m-tert-Butylphenol

290

p-tert-Butylphenol

291

-n-Butylphenol

292

m-n-Butylphenol

293

-n-Butylphenol

294

2,4, 6 - t r i - t e r t - B u t y l p h e n o l

322

- B u t y l toluene

55

o-aec-Butyltoluene

58

o - t e r t - B u tyltoluene

64

m-n-Butyltoluene

56

4-Chloro-3-nitrobenzotrifluoride

509

p-Chlorophenethyl alcohol

352

o-Chlorophenol

324

p - C h l o r o - p - p h e n y l ethyl a l c o h o l

352

o-Chloroetyrene

170

p-Chloroetyrene

171

- C h l o r otoluene

139

2- C h l o r o - a a a - t r i H u o r o - 5 nit r otoluene
4 - C h l o r o - a , a, -trifluoro-3nit r otoluene

509

o-Chlorovinylbenzene

170

508

INDEX

527

C o m pound

Compound

Page
No.

p-Chlorovinylbenzene

171

1 -Cyclohexylundecane

460

0 - Cresol

274

Cyclooctatetraene

517

m-Creeol

275

p-Creeol

276

Cumene

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Page
No.

18

Cyclohexane

441

Cyclohexene

489

1- C y c l o h e x y l d e c a n e

459

1-Cyclohexyldocosane

471

1-Cyclohexyldodecane

461

1 -Cyclohexyldotriacontane

481

1-Cyclohexyleicosane

469

1-Cyclohexylheneicoeane

470

1 -Cyclohexylhentriacontane

480

1 -Cyclohexylheptacosane

476

1-Cyclohexylheptadecane

466

1 -Cyclohexylheptane

456

1-Cyclohexylhexacosane

475

1-Cyclohexylhexadecane

465

1 -Cyclohexylhexane

455

1-Cyclohexylhexatriacont&ne

485

1 -Cyclohexylnonacosane

478

1-Cyclohexylnonadecane

468

1-Cyclohexylnonane

458

1-Cyclohexyloctacosane

477

1 -Cyclohexyloctadecane

467

1 -Cyclohexyloctane

457

1-Cyclohexylpentacosane

474

1 -Cyclohexylpentadecane

464

1-Cyclohexylpentatriacontane

484

1-Cyclohexyltetracosane

473

1 -Cyclohexyltetradecane

463

1 -Cyclohexyltetratriacontane

483

1-Cyclohexyltriacontane

479

1-Cyclohexyltricosane

472

1 -Cyclohexyltridecane

462

1 -Cyclohexyltritriacontane

482

Cyclopentane

359

Cyclopentene

415

1-Cyclopentyldecane

388

1 -Cyclopentyldocosane

400

1 -Cyclopentyldodecane

390

1 - C y c l o p entyldotriacontane

410

1-Cyclopentyleicoeane

398

1 -Cyclopentylheneicosane

399

1 -Cyclopentylhentriacontane

409

1-Cyclopentylheptacoeane

405

1 -Cyclopentylheptadecane

395

1 -Cyclopentylheptane

385

1-Cyclopentylhexacosane

404

1 -Cyclopentylhexadecane

394

1 -Cyclopentylhexane

384

1-Cyclopentylhexatriacontane

414

1 -Cyclopentylnonacosane

407

1 -Cyclopentylnonadecane

397

1 -Cyclopentylnonane

387

1 -Cyclopentyloctacoeane

406

1 -Cyclopentyloctadecane

396

1 -Cyclopentyloctane

386

1 -Cyclopentylpentacoeane

403

1-Cyclopentylpentadecane

393

1 -Cyclopentylpentane

383

1 -Cyclopentylpentatriacontane
1-Cyclopentyltetracoeane

413
402

1-Cyclopentyltetradecane

392

1-Cyclopentyltetratriacontane

412

1 -Cyclopentyltriacontane

408

1 -Cyclopentyltricosane

401

1-Cyclopentyltridecane

391

1 -Cyclopentyltritriacontane

411

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

3, 4 - D i e t h y l t o l u e n e

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

cie-Decahydronaphthalene

Compound

Page
No.

263

3, 5-Diethyltoluene

Page
No.
89
90

t r a n s - D e cahydronaphthalene

264

2 - D i i 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 ene

100

o-Dibromobenzene

151

- D i i 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 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

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

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

- 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 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, 4 - D i e t h y l b e n z e n e

37

1, t r a n s - 2 - D i m e t h y l c y c l o
hexane

446

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

85

2 4 - D i e t h y l - 1 -methylbenzene

86

2 5 - D i e t h y l - 1 -methylbenzene

87

2, 6 - D i e t h y l - 1 - m e t h y l b e n z e n e

88

3, 4 - D i e t h y l - 1 - m e t h y l b e n z e n e

1, t r a n s - 3 - D i m e t h y l c y c l o
hexane

448

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

89

1, t r a n s - 4 - D i m e t h y l c y c l o
hexane

450
496

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

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

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

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

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

Compound

Page
No.

Compound

Page
No.

2 . 3 - Dimethylcyclohexene

500

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
53

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

c i s - l , 2-Dimethylcyclopentane

363

trans-1, 2-Dimethylcyclopentane

364

1, 2 - D i m e t h y l - 3 - n - p r o p y l benzene

73

1, 2 - D i m e t h y l - 4 - n - p r o p y l benzene

74

1, 3 - D i m e thy 1 - 2 - - p r opy 1 benzene

75

1, 3 - D i m e t h y l - 4 - n - p r o p y l benzene

76

1, 3 - D i m e t h y l - 5 - n - p r o p y l benzene

77

1, 4 - D i m e t h y l - 2 - n - p r o p y l benzene

78

(2, 2 - D i m e t h y l p r o p y l ) b e n z e n e

54

c i s - l , 3-Dimethylcyclopentane

365

trans-1, 3-Dimethylcyclopentane

366

1.2- D i m e t h y l c y c l o p e n t e n e

422

1.3- Dimethylcyclopentene

423

1.4- Dimethylcyclopentene

424

1.5- Dimethylcyclopentene

425

3 . 3 - Dimethylcyclopentene

426

4 . 4 - Dimethylcyclopentene

427

1,10-Dimethyl-(cis-Deca.hydro)naphthalene

270

1, 1 0 - D i m e t h y l - ( t r a n s - D e c a hydro) naphtha le ne

271

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

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, 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, 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, 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
1 . 2 - Dimethylnaphthalene

84
208

1, c i s - 2 - D i m e t h y l - 1 , 2, 3 , 4 T etr ahyd r onaphtha 1 ene

249

1, c i s - 3 - D i m e t h y l - 1 , 2, 3, 4 T e t r ahydr onaphtha lene

250

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

1,1 - D i m e t h y l - 1 , 2, 3, 4 - T e t r a
hydronaphthalene

248

1, 5 - D i m e t h y l - l , 2, 3, 4 - T e t r a
hydronaphthalene

254

2, c i s - 3 - D i m e t h y l - l , 2, 3 4 T etr ahydr onaphtha lene

253

2, 2 - D i m e t h y l - l , 2, 3, 4 - T e t r a
hydronaphthalene

252

2, 5 - D i m e t h y l - l , 2, 3, 4 - T e t r a hyd r ona phtha lene

255

2, 6 - D i m e t h y l - l , 2, 3, 4 - T e t r a
hydronaphthalene

256

2, 7 - D i m e t h y l - l , 2, 3, 4 - T e t r a
hydronaphthalene

257

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

5, 6 - D i m e t h y l - l , 2, 3, 4 - T e t r a
hydronaphthalene

259

1, 3-Dimethylnaphthalene

209

I, 4 - D i m e thylna phthal ene

210

1, 5 -Dimethylnaphthalene

211

1, 6-Dimethylnaphthalene

212

1 , 7 - D i m e thylna phtha 1 ene

213

1, 8-Dimethylnaphthalene

214

2, 3-Dimethylnaphthalene

215

2, 6-Dimethylnaphthalene

216

2, 7-Dimethylnaphthalene

217

2 . 3 - Dimethylphenol

277

2 . 4 - Dimethylphenol

278

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

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

5, 7 - D i m e t h y l - 1 , 2, 3, 4 - T e t r a
hydronaphthalene

Page
No.

260

5, 8 - D i m e t h y l - l , 2, 3, 4 - T e t r a
hydronaphthalene

261

6, 7 - D i m e t h y l - l , 2, 3, 4 - T e t r a
hydronaphthalene

Compound

Page
No.

-Ethyl aniline

339

E t h y l anthranilate

514

Ethylbenzene

13

2 - Ethylbenzenethiol

329

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

435

m - E t h y l cumene

71

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
419

pentane

2 . 4 - Dimethylthiophenol

332

1- E t h y l c y c l o p e n t e n e

2 . 5 - Dimethylthiophenol

333

3- Ethylcyclopentene

420

D i p h e n y l ether

521

4 - Ethylcyclopentene

421

Diphenylketone

354

Diphenylmethane

518

9-Ethyl-(cis-Decahydronaphthalene)

268

D i p h e n y l oxide

521

n-Docosylbenzene

117

a-Docoeylcyclohexane

471

n-Docoeylcyclopentane

400

n-Dodecylbenzene

107

n-Dodecylcyclohexane

461

n-Dodecylcyclopentane

390

1- n-Dodecylnaphthalene

236

2 - n-Dodecylnaphthalene

237

n-Dotriacontylbenzene

127

n-Dotriacontylcyclohexane

481

n-Dotriacontylcyclopentane

410

Durene

46

n-Eicoeylbenzene

115

n-Eicoeylcyclohexane

469

n-Eicoeylcyclopentane

398

9-Ethyl-(trane-Decahydronaphthalene)
2 - E t h y l - l , 3 - d i m e thylbenz ene

269
38

2 - E t h y l - 1 , 4-dimethylbenzene

39

3 - E t h y l - 1 , 2 -dimethylbenzene

40

4 - E t h y l - l , 2-dimethylbenzene

41

4 - E t h y l - l , 3-dimethylbenzene

42

5- E t h y l - 1 , 3-dimethylbenzene

43

Ethylene sulfide
1-Ethyl-2-isopropylbenzene

437
70

1-Ethyl-3-isopropylbenzene

71

1- E t h y l - 4 - i s o p r o p y l b e n z e n e

72

2- Ethyl-l-methylbenzene

22

3- Ethyl-1-methylbenzene

23

4- Ethyl-l-methylbenzene

24

1-Ethyl-1-methylcyclopentane

369

cie-1 -Ethyl-2-methylcyclopentane

370

trans-l -Ethyl-2-methylcyclo
pentane

371

INDEX

531

Compound

c i s - l -Ethyl-3-methylcyclopentane

Page
No.

372

trans-1-Ethyl-3-methylcyclo-

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

pentane

373

2- Ethyl-3-methylthiophene

196

3- Ethyl-2-methylthiophene

197

4 - Ethyl-2-methylthiophene

198

5- Ethyl-2-methylthiophene

199

1 -Ethylnaphthalene

206

2-Ethylnaphthalene

207

o-Ethylnitrobenzene

346

o-Ethylphenethyl alcohol

350

p-Ethylphenethyl alcohol

351

2- Ethylphenol

283

3- Ethylphenol

284

4- Ethylphenol

285

o-Ethylphenol

283

m-Ethylphenol

284

p-Ethylphenol

285

0 - E t h y l - - p h e n y l ethyl
alcohol
p - E t h y l - p - p h e n y l ethyl

350

alcohol

Compound

Page
No.

2 - Ethylthiacyclopentane

432

3- Ethylthiacyclopentane

433

2-Ethylthiacyclopropane

439

2 - E t h y l -( 1 thiaethyl) -benzene

182

o-Ethyl-(l-thiaethyl)-benzene

182

2-Ethylthiirane

439

2 - Ethylthiophene

186

3 - Ethylthiophene

187

o-Ethylthiophenol

329

m-Ethylthiophenol

330

p-Ethylthiophenol

331

o-Ethyltoluene

22

m - E t h y l toluene

23

-Ethyl toluene

24

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

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

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

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

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

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

m-Ethylvinylbenzene

166
167

351

p-Ethylvinylbenzene

E t h y l phenyl ketone

356

2-Ethyl-m-xylene

E t h y l phenyl sulfide

176

2- Ethyl-p-xylene

39

(1-Ethylpropyl)benzene

49

3- Ethyl--xylene

40

38

1- E t h y l - 2 - n - p r o p y l b e n z e n e

67

4- Ethyl--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

1- E t h y l - 1 , 2 , 3, 4 - T e t r a
hydronaphthalene

244

F
Fluorobenzene

132

Furan

516

Furfurane

516

2 - E t h y l - l , 2, 3, 4 - T e t r a
hydronaphthalene

245

5 - E t h y l - 1 , 2, 3, 4 - T e t r a hydronaphthalene

246

6 - E t h y l - 1 , 2, 3, 4 - T e t r a
hydronaphthalene

247

Hemimellitene

3 - Ethyltetrahydrothiophene

433

n-Heneicosylbenzene

H
19
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

Compound

Page

No.

470

Isobutylbenzene

26

n-Heneicosylcyclopentane

399

1 -Ieobutyl-2-methylbenzene

61

1 -Hentriacontane

126

1 -I 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

- H e n t r i a c onty le y c lohexane

480

o-Isobutyltoluene

61

409

m -1 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

n-Heptacosylcyclopentane

n-Heneicosylcyclohexane

n-Hentriacontylcyclopentane

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

Page
No.

405

Ieopentylbenzene

n-Heptadecylbenzene

112

Ieopropenylbenzene

n-Heptadecylcyclohexane

466

I opr opylbenz ene

n-Heptadecylcyclopentane

395

Ieopropylcyclohexane

452

n-Heptylbenzene

368

51
160
18

102

Ieopropylcyclopentane

n-Heptylcyclohexane

456

p - I s o p r o p y l - - m e t h y l t y r ene

169

-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

486

3-Isopropylthiophene

195

n-Hexacosylbenzene

121

n-Hexacosylcyclohexane

475

o-Isopropyltoluene
(o-Cymene)

32

m -1 s opr opy It oluen e


(m-Cymene)

33

}f-Hexachlorocyclohexane

n-Hexacosylcyclopentane

404

n-Hexadecylbenzene

111

n-Hexadecylcyclohexane

465

- 1 8 opr opylt oluene


(p-Cymene)

n-Hexade cylcyclopentane

394

p-Ieopropylvinylbenzene

C-Hexane

486

n-Hexatriacontylbenzene

131

- Hexa t r i a c ontylc yc lohexane

485

Mesitylene

- Hexa t r i a c ontylc yc lopentane

414

M e t h y l a n thr a n i late

n-Hexylbenzene

98

34
168

Methylbenzene

21
513
12

n-Hexylcyclohexane

455

2 - Methylbenz ene thiol

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

297

- M e t h y l benzyl alcohol

348

- te r t - H y d r o x y benzene

(1 -Methylbutyl)benzene
(2-Methylbutyl)benzene

I
Iodobenzene

158

Methylcyclohexane

326

48
50
442

INDEX

533

C ompound

1 -Methylcyclohexene

490

3 -Methylcyclohexene

491

4-Methylcyclohexene

492

M e thy le y c 1 open ta ne

360

C ompound

Page
No.

2 - M e t h y l - l , 2, 3, 4 - T e t r a
hydronaphthalene

241

5 - M e t h y l - l , 2, 3, 4 - T e t r a
hydronaphthalene

242
243
504

1 -Methylcyclopentene

416

6-Methyl-l,2, 3,4-Tetrahyd r ona phtha 1 ene

3-Methylcyclopentene

417

2 - M e thylthia c yc lohexane

418

3 - M e t h y l t h i a c y c lohexane

505

4 - M e thylthia c yc lohexa ne

506

4 - M ethylcyclopentene

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

Page
No.

1 -Methyl-(trane-Decahydronaphthalene)
9-Methyl-(cie-Decahydronaphthalene)
9-Methyl-(trane-Decahydronaphthalene)

265
266
267

1 -Methyl-2-ieopropylbenzene

32

1 -Methyl-3-isopropylbenzene

33

1 -Methyl-4-isopropylbenzene

34

2 - M e thylthia c yc lopentane

430

3 - M e thylthia eye lopentane

431

2 - M e thylthia c y c l o p r o p a n e

438

2 - M e thy 1 thii r a e

438

p - M e t h y l - ( l -thioethyl) benzene

177

4 - M e t h y l - ( 1 - thioethyl) benzene

177
184

1 - Methylnaphthalene

204

2 -Methylthiophene

2 - M e thy lna phtha 1 ene

205

3 - M e thy 1 thiophene

185

2-Methylphenol

274

- Me thy lthi ophenol

326

m-Methylphenol

275

m - M e thy lthi ophenol

327

p-Methylphenol

276

- M e thy 1 thiophen ol

328

( 2 - M e t h y l -1 - thiopropyl) benzene

179

3 - M e thyl -( 1 - thiopr opyl) benzene

180

4 - M e t h y l - ( 1 -thiopropyl) benzene

181

m - M e t h y l - ( 1 - thiopropyl) benzene

180

p-Methyl-(l -thiopropyl)benzene

181

2 - M e t h y l -1 -phenylbutane

50

2 - M e thy 1 - 2 - pheny lbuta n e

52

3 - M e t h y l -1 -phenylbutane

51

3-Methyl-2-phenylbutane

53

M e t h y l phenyl ketone

353

M e t h y l phenyl sulfide

175

1 - M e t h y l - 2 - p r opylbenz ene

29

1 -Methyl-3-propylbenzene

30

1 -Methyl-4-propylbenzene

31

a -Methylstyrene

160

- M e t h y l s t y r ene

161

-Methyl e tyr ene

162

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
naphthalene

- M e thyl viny lbenz ene

162

m - M e thyl viny lb enz ene

163

p-Methylvinylbenzene

164

Morpholine

515

240

Naphthalene

203

ADVANCES IN CHEMISTRY SERIES

534
Compound

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

Neopentylbenzene

Compound

Page
No.
54

Nitrobenzene

345

m-Nitrobenzotrifluoride

507

Page
No.

n-Pentetriac ontylbenzene

130

n-Pentatriacontylc yclo
hexane

484

n-P enta t r ia c onty lc yc lo pentane

413

n-Nonacoaylbenzene

124

n-Nonacoeylcyclohexane

478

n-Nonacosylcyclopentane

407

n-Nonadecylbenzene

114

n-Pentylcyclopentane

383

n-Nonadecylcyclohexane

468

1 -- entylna phtha lene

222

n-Nonadec ylc yclopentane

397

2 -n-Pentylnaphthalene

223

n-Nonylbenzene

104

Phenethyl alcohol

n-Nonylcyclohexane

458

349

p-Phenetidine

n-Nonylcyclopenian*

387

511

1 -n-Nonylnaphthalene

230

Phenol

273

2 -n-Nonylnmphthalene

231

n-Pentylbenzene
n-P enty le yc lohexane

1 -Phenyl butane

47
454

27

1 -Phenyldecane

105

1 -Phenyldocoeane

117

n-Octacoeylbenzene

1 -Phenyldodecane

107

123

1 -Phenyldotriac ontane

127

n-Oc tac oiylcyclohexane

477

1 -Phenyleicoaane

115

n-Octecosylcyclopentane

406

-Phenyl ethyl alcohol

348

- Oc tadecylbenz ene

113

-Phenyl ethyl alcohol

n-Octadecylcyclohexane

467

349

- Octedecylcyc lopentane

396

Phenyl fluoride

132

1 -Phenylheneicoaane

116

n-Octylbenzene

103

1 -Phenylheptacoeane

122

n-Oc tylcyc lonexane

457

1 -Phenylheptadecane

tr-Octylcyclopentane

386

112

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

Phenylhydrazine

510

n-Pentacoeylbenzene

120

2 -Phenyl-2 -methylpropane

-Pen tac osylc yclohexane

474

1 -Phenylnonacosane

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

28
124

53$

INDEX

Compound

P a ge
No.

1 -Phenylpentacoeane

120

5 -Propyl-m-xylene

77

1 -Phenylpentadecane

110

Pseudocumene

20

2 - Phenylpentane
3 -Phenylpentane

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

C ompound

Page
No.

48
S

49

1 -Phenylpentatriacontane

130

Spiropentane

519

1 -Phenyltetracosane

119

Styrne

159

1 -Phenyltetradecane

109

1 -Phenyltetratriacontane

129

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

1 -Phenyltricoeane

118

n-Tetracosylbenzene

119

1 -Phenyltridecane

108

n-Tetracosylcyclohexane

473

1 -Phenyltritriacontane

128

n-Tetracosylcyclopentane

402

106

n-Tetradecylbenzene

109

n-Tetradecylcyclohexane

463
392

1 -Phenylundecane
Prehnitene

44

T
9

142

Propenylbenzene

161

n-Tetradecylcyclopentane

Propiophenone

356

trans-Tetrahydro-2, 5-dimethyl thiophene

435

Tetrahydro-p-isoxazine

515

n - P r opy lb en ene

17

n-Propylcyclohexane

451

n-Propylcyclopentane

367

1 -n-Propylnaphthalene

218

2 -n-Propylnaphthalene

219

2 -Propylphenol

286

3-Propylphenol

287

o-Propylphenol

286

m-Propylphenol

287

p-Propylphenol

288

n - P r o p y l phenyl sulfide

178

2 - P r opylthiophene

192

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

Tetrahydro- 3-methyl-1 -thiapyran

505

Tetrahydro-4-methyl-l-thiapyran

506

Tetrahydro-2-methylthiophene

430

T e t r a h y d r o - 3 - m e thylthiophene

431

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

T e t r a hyd r othiophen e

429

1, 2, 3, 4 - T e t r a m e t h y l b e n z e n e

44

1, 2, 3, 5 - T e t r a m e t h y l b e n z e n e

45

1,2, 4, 5 - T e t r a m e t h y l b e n z e n e

46

o-Propyltoluene

29

p-( 1,1,3,3 - T e tramethylbutyl) phenol


n-Tetratriacontylbenzene

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 - - x y l e n e

74

T h i a c y c lopentane

429

4-Propyl-m-xylene

76

Thia cyclopropane

437

3-Propylthiophene

193

323
129

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
No.

( 1 - T h i a ethyl) -bensene

175

(1-Thiapropyl)-benzene

176

Tbiophene

183

Thiophenol

325

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

Toluene

12

Compound

Page
No.

1, c i e - 2 , t r a n e - 4 - T r i
m e thylcyclopentane

380

l,trans-2, c i s - 3 - T r i m e t h y l c yc lopentane

378

1, t r a n s - 2 , c i s - 4 - T r i m e t h y l c y c lopentane

381

o-Toluidine

336

m-Toluidine

337

p-Toluidine

338

n-Triacontylbensene

125

- 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

T r i m e t h y l e n e sulfide

520

2, 3, 4 - r i m e thylthiophene

200

2, 3, 5 - T r i m e t h y l t h i o p h e n e

201

1,2,4-Trichlorobenzene

138

, 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 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

, , - T r i f l u o r o - m nitrotoluene
, , - T r i i l u o r o t o l u e n e

507
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

1, 1, 2 - T r i m e t h y l c y c l o pentane
1,1, 3 - T r i m e t h y l c y c l o pentane

374
375

1, c i s - 2 , c i s - 3 - T r i m e t h y l c y c lopentane

376

1, c i s - 2 , t r a n s - 3 - T r i x n e t h y l cyclopentane

377

1, c i s - 2 , c i s - 4 - T r i m e t h y l cyclopentane

379

Vinylbenzene

159

m - and - Vinyltoluene

165

o-Xylene

14

m-Xylene

15

p-Xylene

16

2 . 3 - Xylenol

277

2 . 4 - Xylenol

278

2 . 5 - Xylenol

279

2 . 6 - Xylenol

280

3.4- Xylenol

281

3 . 5 - Xylenol

282

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