PHYSICAL OF PHYSICAL PROPERTIES PROPERTIES OF
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-195...
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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 Ruerv«l
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
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. 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
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 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
+
7
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
0
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
8
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
9
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
Z
dt/dP
f I
·C/mm 80.100 Z6.075
_I~: ~O
o
I
R.f 5.533
F P ·C F. P. 100'10
I
STRUCTURAL FORMULA
Z5·C BP te
Z Z :
5 Z 5
Ref. Inde,. nO ZO·C Z5 30
I. SOliZ 1.4979Z 1. 49468 0.7500
MR (Ob •• ) MR (Calc.)
I
h f'
I
::!
1
4 4
0.0669
4
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. ~ IZ45·C 345.8 ~I
~
B'I _ _ o£.
C' A'. B'.
to ·C
AclI60 BCLtc Cc Cryos. con.t ••
to ·C A· B·
PV IRT ZS·C 30mm BP t. tc 6Hc kcal/m 6W
4 6Ff 4 4 Visco.ity 4 centistoke. 4." ZO·C 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
t
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
I
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 Z5·C 103.57 Z n I _ IQO....:~ 0.0014 4 mm Z5·C 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
I
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
4
0.4178 0.4315 0.Z516 0.34Z4
3z 3z Z Z
4
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
.!!'
5
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 .
4
Yea Yea Yes 99.
5
LITERATURE REFERENCES: 733 (1947); 3 z Timmerman.
4 4
1573 (1951); 3' Chem. Met. Enl. 44-IZ,
3
IZ
ADVANCES
m
CHE.uSTRYSER~
No
I
NAME
I
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 ZS·C te Denaity Ilml ZO"C Z5 dt 30 4 a b
Z
Z8.437 1048.Z
0.88547 -0.0,9Z4
4 4
1. 49693 1. 49414 1.491Z9
Z Z 4
0.7545
4
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
c
'It 1T75"'"tot,. I Z70 ·C A'I
IZ5~.3
Z3. -0. 11760 175. 380.0
6Hm callI 6Hv calli Z5·C 30mm BP te te (d,e)
4 4 Z Z 4
lie"
Z5·C BP te 30mm
Z 4 4 5 5
0.86694 0.86Z30 0.85757
ReI. Jade,. aD ZO"C Z5 30
K
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
4
17.17
Z5·C 30 mm BP te tc 6Hc kcal/m 6Hl 6FI
Z
98.55 97.9 86.80 84.73 85.17
Z 5 Z 5 5
19.74
5
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_~
3
[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
Z
STRUCTURAL FORMULA
ZO 40 60 80
·C
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 I h
I
I' I' h'
I
m n 0
I I
0'
I
I
0.3971 4 -0.0 3 59 4
5 to !l1.Q. ~~
O.O~ZI
4
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
I m' I n'
1.!.0~ ~
1 Sudace tenaion dynea/cm. ZO·C J 30 40 Parachor [p] ZO·C 30 40 SUld. E,.p. L.l. '!Io/wt. u. Olaperoion Fleah Point·C 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
I
+
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
~~
2
I
Ref dt/dP
f I
oc/rrun 136.186 74.10
~:: ~~
OC
Molecular Weight 106.160
Ref
ZS·C BP
Z Z :
3
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
I
4
:'
i
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~-~-~~~~
I
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 Zs·C 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. 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.) 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 190·C 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 ." ZO·C 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 4S·C 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 4S·C 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)
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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
H
C
1
Ref,
RefJ 12. 19 12.39
F . P . IÇ 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
d
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
n
u
48.61 0. 05615 0. 03665
30 m m
94.47 8 5 . 55 72.53 69.72 69.43
e
t (d.e) e
to ^C_ to *C
99.25 0. 1261 9 7 . 14 0.1067
I I
j
I tcT L _ 1 K Surface tension dyne β/cm. 2 0 C Ϊ 30 40 #
Parachor
d g/ml v ml/g c
20 C 30 40 Sugd e
0.59201
A · 109 to Β l290_^C C
7.06216 1718.10 199.
Α · Ι ΐ 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
η 7.38896 1925.0 217.
A * 25 to Β·*109 C
1.85246 1823.9
1
#
Acl
%
Viscosity centistokes
Α · I 25 to B'|109 C C» #
1.0000 1.0000 0.9405 0.9222
e
to •C
-c
I
to
to
(A )|
•c
v
c Cryos. A* consts. B*
0.01986 236.44
to •C
(B )| v
liq.
·Κ
c
vap.
*K
c
vap.
p
* 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]
c
Dielectric
Ref.
to
19.37
e
. d I 109 l e l_23_6_ d'"~| 25 e» ! 109 1
»
h' i m
ΔΗν 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
dt/dP •C/mm 25 C BP e
B . P . *C 760 m m 100 30 10 1
Ù
Molecular Weight 141.567
Q
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.
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ix001
A
Acetophenone
353
m-Aminobensotrifluoride
Compound
Page No.
p-Bromoethylbenzene
155
1 -Blomjo-2-ethylbenzene
154
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
p - A m i n o ethylbenzene
339
1 -Bromo-4-ieopropylbenzene
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
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
Ν -Butylacetanilide
512
η - 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
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ix001
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
9
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
ο-text-Butylphenol
289
m-tert-Butylphenol
290
p-tert-Butylphenol
291
ο-n-Butylphenol
292
m-n-Butylphenol
293
ρ-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
ο - 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
ο - 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, ο -trifluoro-3nit r otoluene
509
o-Chlorovinylbenzene
170
#
â
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
Published on January 1, 1961 on http://pubs.acs.org | doi: 10.1021/ba-1955-0015.ix001
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
D
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 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
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
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
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
9
9
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, 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
9
9
9
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
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
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
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 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 - η - 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.
ρ-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
Ε 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 - β - 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
ρ-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-ο-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-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
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 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
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
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
Iβ 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 - 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
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
ρ - 1 8 opr opylt oluene (p-Cymene)
n-Hexade cylcyclopentane
394
p-Ieopropylvinylbenzene
©C-Hexane
486
n-Hexatriacontylbenzene
131
η - Hexa t r i a c ontylc yc lohexane
485
Mesitylene
η - 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
M
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
α - M e t h y l benzyl alcohol
348
ρ - 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 η 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
ο - Me thy lthi ophenol
326
m-Methylphenol
275
m - M e thy lthi ophenol
327
p-Methylphenol
276
ρ - 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
β - M e t h y l s t y r ene
161
ο-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
ο - M e thyl viny lbenz ene
162
m - M e thyl viny lb enz ene
163
p-Methylvinylbenzene
164
Morpholine
515
Ν 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 -η-Ρ 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
Ο n-Octacoeylbenzene
1 -Phenyldodecane
107
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
n-Octadecylcyclohexane
467
349
η - 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
Ρ
98
1 -Phenylhexatriac ontane
131
Phenylhydrazine
510
n-Pentacoeylbenzene
120
2 -Phenyl-2 -methylpropane
η-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
Styrène
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 ζ 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 - 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
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
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
T r i m e t h y l e n e sulfide
520
2, 3, 4 - Τ 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
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 nitrotoluene β, β, α - 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 ρ - 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
