Raman Spectra. Hydrocarbons and Oxygenated Compounds

Dec 23, 2016 - W. G. BRAUN, U. F. SPOONER, AND M. R. FENSKE. School of Chemistry and Physics, The Pennsylvania State College, State College, Pa...
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RAMAN SPECTRA Hydrocarbons and Oxygenated Compounds W. G . BHAUN, 1). F. SPOONER, A N D M. R . FENSKE School of Chemistry and Physics, The Pennsylvania State College, State College, Pa.

T

HE variety of analytical problem to which any spectroscopic method of analysis can be applied depends to a large measure on the number of calibration spectra of pure materials which are :ivailable. To a great extent the usefulness of a “library” of

when known, the purities of the materials. Where purities have not been determined i t is believed, from the method of preparation and the physical properties, that they are 98 mole %or better. The indexes of the spectra of the oxygenated and miscellaneous compounds are given in Tables VI and VII. The compounds of this group have all been fractionated at reflux ratios of approximately 40 to 1 in columns having the equivalent of about 40 theoretical plates. The purities of these compounds are helieved to be 95 mole % or better.

Rpectra is enhanced by graphically showing the intensity distribution of the lines or bands, as well as by listing such data in tabular form. Collections of this type have been useful in extending the applications of infrared absorption spectroscopy ( 1 , 3, 6 ) ; however, comparatively few Raman spectral data which show this intensity distribution are available. Recently there has been an attempt to obtain such data and present them on a uniform basis ( I , 6). This paper presents the Ranian spectra of 119 different compounds in the form of graph8 and tables. These data supplement the spectra of 172 compounds reported previously (5)and havo been obtained with the samc apparatus and procedure. The spectra of materials which arc solid a t 20” C. have been determined in the liquid state by ciwulatiiig heated ethylene glycul solutioii through a jacket on the Ramltn sample tube. Theso saniplcs nnd the tcnipcratures used are: naphthalene (110” C.), 2-n~ethylnaphthalc1ie(110’ C.), 2,3-dimcthylnaphthalene (110’ C , ) ,and pentadecvlcyclohexnrir (*53”C.). All other samples havr been run at 20” C. The indeves of the spectra of the hydrocarbons are given in Tables I to V. These tables list, in addition t o the name and Rpectruin nrimber, the physiciil properties of the compounds examined, the best litemturr data on the propertirs ( f ,4? 7l, and,

Tahle 1. Same of Compound 9-carbon atom 2.3-Dimethylheptane 2,4-Dimethylheptane 2,s-Dimethylheptane 2,6-Dimethylheptanc 3,3-Diethylpentane 2,2,3-Trimethylhexane 2,2,3,3-Tetramethylpentane 10-carbon atom 2,2,4-Trimethyl hclitane 2,2-Dimethyl-4-ethylhexane 11-carbon atom 2,2,4-TrimethyIoctane 9,2,3,S,5-PentamethylIiexane 12-carbon atom

( 1 ) American Petroleum Institute, Research Project 44. National

Bureau of Standards, “Catalogs of Infrared, Ultraviolet, RIIman and Mass Spectral Data.” (2) Ibid., “Selected Values of Properties of Hydrocarbons.” (3) Barnes, R. B., Liddle, Urner, and Williams, V. Z., TND. ENG. CHEM.,ANAL.ED.,15, 659 (1943). (4) Doss, M. P., “Physical Constants of the Principal Hydrocarbons,” 4th ed., New York, Texas Co., 1943. (5) Fenske, M. R., Braun, W. G., Wiegand, R. V., Quiggle, Dorothy, McCormick, R. H., and Rank, D. H., ANAL.CHEM.,19, 700 (1947). (6) Randall, H. M., Fowler, R. G., Fuson, N., and Dangl, J.R., “Infrared Determination of Organic Structures,” New York, D. Van Nostrand Co., 1949. (7) Rossini, F. D., Pitrer, K. S., Taylor, W. J., Ebert, J. P., Kilpatrick, J. E., Beckett, C. TV., Williams, M. G., and Werner, H. G., “Selected Values of Properties of Hydrocarbons,” Washington, D. C., National Bureau of Standards, 1947. RECEIVED Derember 23. 1949

Spectra Numbers and Properties of Pure Parafin Hydrocarbons

Spectrum so. 1 2 3 4

Boiling Point a t 760 Mm. Hg. C. DeterLiterature mined Val lies a 138.3 131.5 134, 133.

Refractive Index a t 20° C., n g DeterLiterature mined valuea”

7

ni:7 140.27

140.5 133. 136. 135.21 146.5 133.4 140.23

1,4037 1.4038 1,4033 1.4205 1.4103 1.4236

1.4085 1.403 1.4038 1 .4007 1.4200 1.4105 1.4234

8 9

146.0 147,

147 4 a t 736 mm 148:O a t 726 i n n d

1.4031 1.4131

1.409’ld 1.4120d

in

168.5 164.2

169.9 a t 736 m i x d

1.4155 1.4215

1 .4153d

F,

8

I1

2 , 2 , 4 , 4 , 6 - ~ e n t a i n e t ~ l ~ ~ ~ i e i ~12 t~n1~

16-carbon atoni 7-n-Propyltridecanc 19-carbon atom 7-n-Hexyltridecane 51-carbon atom 8-?i-IIesylpentadecane 23-carbon atom 9-n-Hex ylheptadecanc 26-carbon atom 11-n-Amylheneicosane 28-carbon atom 9-n-Octylei cosane 34-carbon atom 9-n-Octylhexacosane

LITERATURE CITED

15 16

..........

I85.5,-!

13

14

1,4087

..

.. ..

17

*.

18

..

19

..

.

I

.

1 ,4375

..........

1 .4350

...

.........

1 ,4436

,..

...........

1.4439

..........

1.4461

192.0 a t I m m d

1.4499

... ...........

... 1.4497d

1.4510

...

1.4552

...

Estimated Puritv, Mole % ’

Source of Compound

....... ....... .......

B B

....... * 0.02

89.84

....... 99.936 * 0.020

B

B C

B

D B

B

....

....

B B

., ..,,.

F

....... ....... ....... .......

.......

....... .......

E E

E E E E E

All physical properties except those marked d a r e from (7) Purities listed were determined from freezing point messur&nenta by donor. It is believed that all other materials had a purity of 98 mqle % or better. Source of compounds: B. Organic Research Laborator School of Chemistry and Physics Pennsylvania State College. C. American Petroleum Inetitute Research Project 45, Ohio State. Uruversity D. (herican Petroleum Institute RePea6h Project 6, National Bureau of Standards. E. New York State Agricultural Expeitment Station, Corneli Universtty. F. Anglo-Iranian Oil Co., Sunbury-on-Thamea, England. d

(4).

d

1074

V O L U M E 22, NO. 9, S E P T E M B E R 1 9 5 0 Spectra Numbers and Properties of Pure Olefin Hyd.rocarbons

Table 11.

Name of Compound

Spectrum No.

Olefins 6-carbon etoni 1-Hexene cia-2-Hexene Lrana-2-Hexene [ran a-3-Hexene 2-hlethyl-1-pentene 2-Methyl-2-pentene 3-Methyl-1-pentene cis-3-Methyl-2-pentene frana-3-Methyl-2-pentene 4-Methyl-I-pentene cis-4-Methyl-2-pentene frana-4-Methyl-2-pentene 2-Ethyl-1-butene 2,3-Dimethyl-2-butene 7-carbon atom 2-Methyl-1-hexene 3-Ethyl-2-pentene Z,?-Dimethyl-l-pentene 4,4-Dimethyl-l-pentene cis-4,4-Dirnethyl-2-pentene frans-4,4-Di met hyl-2-pentene %carbon atom trans-3-Octene frana-4-Octene 6-Methyl-1-heptene 16-carbon atom 2-Met hyl-1-pentadecene Diolefins 6-carbon atom 1,a-Hexadiene (cis and /+ana) 2,4-Hexadiene (high boiling isomer) 2,3-Dimethyl-1.3-butadiene 8-carbon atom E,5-Dimethyl-1,5-hexadiene 2,5-Dimethyl-2,4-h ?xa liane

Boiling Paint at 760 Mm. H g , C. DeterLiterature mined valuesD

20 21 22 23 24

63.6 68.7 66.

26 27 28 29 30 31 32 33

54:2

34 35 36 37 38 39

91.8 95.

25

1075

70.6 67.7 53.9 56.5 58.8 73:2

:

72 50 80. 76.75

.. 11i:2

43

..

Source

Mold %'

B

B B

I

........ 0.04 ........

C

B

C B B B B

B B

I

99.64

f

.91.3 95. 81. 72.2 76. 76.

1 4033 1.4148 1 ,4038 1.3919 1,4022 1.3983

.404 ,4143 397 ,3918 ,399 ,399

... .. . . , ........ ... . , . . , ........ . . , , .. . . ., .. . . , ,

123.3 122.4 113.2

1.4128 1.4120 1,4082

1.4126 1.4118 1.4070

99:bb'r 0.14

I . 144n

1.4468 a t 19.7' C:

1403

of

Estimated Purity.

. ., . ..., .. . . . . . . .. .. . . , 99.75 * 0 . 0 3 ........ 8 j . 5 4 * 0.05 . .. . . . . . ........ ........ ........ .......

1,3876 1.3977 1,3933 1,3944 1.3921 1 ,4003 1.3840 1.4044 1.4016 1,3825 1.3881 1.3888 1,3969 1.4121

63.55 68.6 67.9 68.1 62.2 67.2 53.8 70.52 67.8 54.0 55. 58.4 64.95 73.21

62:2

40 41 42

Refractive Index a t 20' C., '% n' DeterLiteratye mined value8

..

C

B

B B C

F

B

F

C C B

F

A

1.438

73

1

80. 68.5

1 ,1566 1,4394

1.450 1.4391

111.3: 134.5

1.42qO 1,4778

I . 4293; 1.4781

....,

A A

.., . . . . . . . I

99i'

'

. .. '

*

B C

All physical properties exrept those marked are from (7). Purities listed were determined from freezing point measurements by donor. I t is believed that all other materials had a purity of 98 mole % or hetter. Source of compounds: A. Petroleum Refining Laboratory, School of Chemistry and Physics Pennsylvania State College. B. Organic Research Laboratory, School of Chemistry and Physics, Pennsylvania State College. C. American Petroleum'Institute Research Project 45, Ohio State University. F.* Anglo-Iranian Oil Co., Sunbury-on-Thames, England.

(4).

Table 111. Spectra Numbers and Properties of Pure Cycloparaffin Hydrocarbons

Name of Compound Monocyclic Alkyicyclobutanes Ethylcyclobutane Aikylcyclopentanes frans-1,Z-Dimeth lcyclopentane cia-1-Methyl-2-e Xylcyciopentane n-Butylcyclopentane Isobutylcyclopentane Alkylcyclohexanes cre-l,3-Dimethylcyclohexane frans-l,3-Dimethylcyclohexane 1,1,3-Trimethylcyclohexane n-Butylcyciohexane Isobutylcyclohexane Pentadecylcyclohexane Dicyclic cis-Hydrindane 1-Cyclohexyl-3 (2-cyclohexylethyl) hendecane

-

Boiling Paint a t 760 hlm. €I& O C. DeterLiterature mined valuer'

Spectrum No. 49

..

50 51

91.87

..

..

52

..

53 54 55 56 57 58 59

Refractive Index a t 200 c., nZDO DeterLiterature mined V~IIIBY" 1.4021

1.4021

99.7

* 0.1

C

91.87 128.0 156.36'

1.4120

1.4120 1,4295 1.1316c

'39.81

*

D B

...

:5"

180 171. 366.

1 .i316

..

...

1.1259 1.4309 a

.. ..

..

60 61

Source of Compounde

70.7d

12O.UY 124.45 136:63 180.95 171.32

&timated Purity,* Mole To

1 . iZ96 1.4408 1 i4a70 1.4386 1: 4386d Melting pt. = 2.5. 1' C. 1.471Y 1 ,4754

...

...

0.10

....... * 0.03

99.92 99.84

f

C

D

0.08

99.Yl * 0.05 99.84 0.07 Y9.79 * 0 . 0 5 YY.92 A 0.04 99.83 *.0.09

D D

f

D

D D

F C E

94.4

......

......

All physical properties except those marked and are from (7). * Source Purities listed were determined from freezing point measurements by donor. I t is believed that all other materials had a purity of .98 mole % or better. of compounds: B. Organic Research Laboratory School of Chemistry and Physics Pennsylvama State College. C. American Petroleum

Institute Research Project 45 Ohio State University. D. AAerican Petroleum Institute Reseaich Project 6, National Bureau of Standards. York State Agricultural Expdriment Station, Cornell Univer ity. 1'. Anglo-Iranian Oil Co., Sunbury-on-Thames, England. (4). e (8).

Table I\'.

Spectra Numbers and Properties of Pure Cyclo-olefin Hydrocarbons ~ ~ i Point a t 760 Mm.

Spectrum haiiie of Conipounq No. 5,4-Diniethyl-l-c~clopentene 62 1,2,4-Triniethyl-l-cycloyententene A3 Purities are believed t o have been 08 b Source of compounds: B. Organic Resea .ch Laboratory, j u t e College.

l

Refractive i ~ ~ Index a t 200 c . ,

___ nV

DeterDetermined mined 93.2 1.4283 118.7 1.4391 mole % ' or better.

Source Estimated of Purity, ComMole %" poundb B .. B

..

School of Chemistry and Physics, Pennsylvania

E.

New

ACKNOWLEDGMENT

For financial mistance the authors are indebted to the Esso Laboratories of the Standard Oil Development Company. They are also grateful to N. C. Cook of t h u school, K. W. Greenlee of The Ohib State University, S. F. Birch of the Anglo-Iranian Oil Company, and G. W. Pearce of the New York State Agricultural Experiment Station for making available some of the compounds used.

ANALYTICAL CHEMISTRY

1076

___ Table V.

_ _

- -

-

_-__

Spectra Numbers and Properties of Pure Aromatic Hydrocarbons

spectrum

Name of Compound KO Monocyclic 1-h.lethyl-2-n-propylbenzene 64 1-Methyl-3-n-propylbenaene 65 1-Methyl-4-n-propylbenzene 66 Dicyrlic Naphthalene 67 1-Methylnaphthalene fi8 2-Methyl~iaphthalene 69 1,0-Dimethylnaphthalene 70 2,3-Dimethylnaphthalene 71 2-n-Butylnaplithalene 72 1-a-Naphthylhendecane 73 I-Phenyl-3 (2-p henylethyl) 74 hendecane

Boiling Point a t 760 Mm. H g , O C. DeterLiterature mined valuesa

Refractive Index a t 200 c . , na2 DeterLiterature mined valireao

184.75 181.75 183.10

184. 182. 183.4:

1.4998 1.4936 1.4918

..

..

Solid 1.6167 Solid I ,6073 Solid 1.5740 1.5400 1.5191

..

.. ..

.. ..

..

Source Estimated of Purity ComMole % * pounde

1.4993 1.4951 1.493

F

99.4 98+ 99.6

F F

.4

, . I

A A

.. .. .. ..

.

.. ..

.. ..

F F F

..

E E

..

All physical properties are from ( 7 ) . Purities listed were determined from freezing point measurements by donor. I t is believed that all other materials had a purity of 98 mole % or better. Source of compounds: A. Petroleum Refining Laboratory, School of Chemistr and Physics, Pennsylvania State College. E. New York State Agricultural Experiment Station, 6ornell University. F. .4nglo-Iranian Oil Co., Sunbury-on-Thames, England.

Table VI. Name of Compound Acetals Dimethyl acetal (1.I-dimethoxyethane) Ethyls1 (diethoxymethane) Acetal (1,l-diethoxyethane) Alcohols Methanol Ethanol 1-Propanol 2-Propanol 1-Butanol 2-Butanol 2-Methyl-2-propanol tart-butyl alcohol) 3-4enttinol 2-Methyl- 1-butanol (active amyl alcohol) 2-Methyl-2-butanol (tart-amyl alcohol) Aldehydes n-Biity.aldehpde Isobu tyraldehyde Isovaleraldeh yde

Spectrum NO.

75 76 77

Spectra Numbers and Properties of Pure Oxygenated Compounds Refractive Index Source of a t 200 C.,, n%', Deterrmned Compounda 1 ,3666 1.3730 1.3805

Name of Compound Icthera Diethyl ether Ethvl idooroDvl ether Di-

1168 1229 1922 1459

0.112

0.184

0.4 0.2

0.7

O:98

No, 17. 11-n-Amylheneicosana , 207 865 913

1106

0.046 0.038 0.042 0.042 0.100

1163 1224 132i

0.046 0.031 0,123

5863

1433

No.

0.208

0.7 , .

.. 0,s

1. 0.81

18. 9-n-Octyleicosane

192

:121; 863 1048 IO96 1149 121.5 1317 I445

0.085 0.027 0.023 0,038 0.069

0.5

0.031 0.035

0.3 0.4 0.80 0.90

0.115

0.19fj

..

0:9 0.91

No. DepolariBhift, Scattering aation A;, Cm.-1 Coefficient Factor, p

No. 21 cis-2-Hexene

No. 25. 2-Methyl-2-pentene

1457 1564 1609 1666

0.063 0.012

0.016

0.014 0.050 0.020 0.029 0.018

608 704 766 858 889

0.012

0.022 0.032 0.039

0.4

1039 1099 1147 1216 1265

0.046 0.034 0.007 0.035 0.055

0.7 0.5 0.9 0.7 0.6

1308 1385 1452 1577 1623

0.125 0,065

0.45 0.8 0.80

1681

.. 0.6 1.

826 ROO 952 986 in07

0:87

0: 99 I-Herene 0.019 0,042 0:i 0.020 .. 0.010 .. 0.007 1 .

0.8

627 731 816 877 897

0.005 0.042 0.026 0.044

(111 ... 990 1058 1107 1224

0.054 ....~ 0.022 0.051 0,034 0,031

0 .. 5 .

1298 1365 1423 1448 1548

0.154 0.023 0.102 0.113 0.006

0.45

1590 11x9

0.015 0.197

0.023

0:4

0.6 0.7 1. 0.6 0.7 0.6

0:50 0.77

..

o:ia

No. 21. cis-2-HeXene 300

370 460 582

702

0.024

0.032 0,025 0.017 0.021

0.6

0.9

0.6

.. >.

769 854 892 911 972

0.015 0.051 0.038 0.038

0:3 0.3 0.3 0.6

1045 1093 1208 1260 1379

0.067 0.035 0,019 0.115 0.031

0.4 0.5 1: 0.75 0.5

0.050

0.150

0.008 0.016 0.170 0.056 0.039 0.033 0.013 0.023

No. 20. ,310 361 399 456 552

0.006

0.5 0.4 0.5 0.3 0.8

0:7 0.7

0:s 0.22

No. 23 . fmna-3-Hexene

0.65

0.032 0.028

1063 1106 1234 1327 1368 1464

(Contrnued) 0.127 0.73 0.008 0.014 0 . i ~ ~ o'i6

319 388 447 491 530

No. 19. 9-n-Octylhexacosane ?I8 .I11 $26 884 923

Wave

F8C.Q

DepolariShift, Scattering zation &, Cm.-l Coefficient Factor, c

No.

No. 22. trans-2-Hexene 0:67 0.93

rdrocarbons (Cont:inued)

0 3

..

0.7ti 0.5 1. 0.5 0.48

0.030 0.071 0.019 0.072 0.092

0.5 0.48 0.8 0.73 0.42

0,020 0.026 0.115 0.018 0.181

0:4 0.8 0.4 0.24

No. 24. 2-Methyl-1-pentene 344 398 428 527 702

0.025 0.065 0.032 0.044 0.046

0.7

738 821 890 964 997

0.058

0.1 0.2

1048 1102 1219 1265 1308

0.083 0,090 0.0.51 0.046 0.065

0.81 0.51 0.6

1395 1436 1555 1601

0.162 0.252 0.008

0.60 0.66

166.7

No. 25. 176 259 305 350 407 468 483 513 752 821

0,079 0.016 0.042

0.014

0 . 2 ~

0.90

1. 0.5 0.2

0.8-5

0.3 0.5

0.4 0.6

o:i7

2-Methyl-2-pentene 0.036 0.4 0.010 0.020 0:s 0.043 0.60 0.020 0.2 0.035 0.030 0.037 0.033 0.070

1267 1303 1351 137T 144n

0.030 0.046 0.038 0.102 0.142

0.9

1604 1662

0.020 0.218

No. 26. 252 316

116

496 653

0.2 0:i

0.5 0.48

Depolarisation Factor, p

No. 29. 4-Methyl-I-pentene 187 238 346 426 454

0.032 0.017 0.041 0.076 0.023

0.3

0.045 0.006 0.027 0.094 0.040

0.3

0.5

621 724 791 819 911

0.33 0.26

960 990 1041 1117 1170

0.044 0.014 0,010 0.044 0.625

0.8 0.6

3-Methyl-1-pentene 0.020 0.7 0.046 0.7 0.028 0.059 0:2 0.013 ..

1240 1281 1300 1338 1421

0.056 0.055 0,102 0.046 0.088

0.6 0.3 0.3 0.8 0.61

1457 1546 1591 1648

0.089 0.008 0.017 0.211

0.91

0.93 0:s 0.38 0.7

1. 0.60 0.94

015 0.2

..

0:2 0.1 1.

018 1.

.. o:i

762 813 899 984 1027

0.055 0.074 0.034 0.034 0.034

0.2 0.2 0.8 0.9 0.7

1093 1153 1294 142s

0.8

1459

0.039 0.015 0.133 0.072 0.123

333 430 483 566 611

0.065 0.036 0.079 0.021 0.007

1589 1647

0.018 0.167

..

726 781 808 833 908

0.013 0.060 0.061 0.051 0.022

953 983 1048 1103 1177

0.025 0.019 0.017 0.048 0.023

1203 1250 1302 1383 1456

0,011 0.018 0.174 0.058 0.147

0:41 0.6 0.76

1622 1679

0.014 0.183

o:i7

0.8 0.44 0.3 0.83

1.

0 8

0.053 0.043 0.016 0.046 0.059

0.116

909 981 IO15 1063 1206

(Continued) 0.023 0.012 0.023 0.076 0.020

No.

Shift, scattering A5%Cm.-'Coefficient

No. 27. ria-3-Methyl-2-pentene 323 0.042 0.6 0.046 0.027 0.017 0.065

0.6 0.9

549 612 651 693 749

0.027

0.9

0.006 0.013 0.148

0.1

823 925 1006 1069 1116

0.027 0.031 0.064 0.093 0.033

1. 1. 0.4 0.2 0.9

1209 1256 1322 1352 1386

0.015 0.049 0.050 0.052 0.123

0:k 0.6 0.7 0.51

1451 1578 1622 1681

0.180 0.010 0.024 0.273

393 430

452

489

0.005

0:4

.. ..

0.19

0:3 0.21

No. 28

/raft r-3-Methyl-2-pentene

257 390 523 551 607

0.031 0.046 0.070 0.051 0.013

1. 0.6 0.4 0.4

638 739 799 837

0.006 0.023 0.155 0.026 0.013

0:3 0.2 0.7

919 990 1028 1081 1111

0.032 0.085 0.071 0.056 0.037

1. 0.65 0.54 0.4 0.11

1152 1170 1208 1271 1315

0.007 0.012 0.026 0.029 0.036

G81

..

..

No. 30. cia-4Methyl-2-pentens 0.4 0.5 0.3 0.4

..

0:6 0.4 0.2 1.

0.6 0.3 0.7 0.8 0.7

0.6

No. 31

trann4Methyl-2-pentene 253 0.085 0.9 351 0.033 0.6 417 0.024 493 0.036 0:6 692 0.048 0.3 720 764 818 844 902

0.016 0.017 0.155 0.011 0.024

0.3

953 1040 1105 1163 1205

0.073 0.040 0.047 0.014 0.008

0.5 0.4 0.8 0.7 0.4

1259 1308 1379 1412 1462

0.091 0.042 0.028 0.034 0.128

0.61 0.7 0.7 0.9 0.71

l58B 1611 1672

0.007 0.018 0.191

o:i

o:i 0:s

..

No. 32. 2-Ethyl-1-butene

..

176 300 402 433 468

0.038 0.018 0.039 0.024 0.028

1. 0.9 1.

523 608 708 658

0.011 0.014 0.031 0.009

0:4

757

0.073

0.3

..

0.63 0.71 0.83 0.7 0.3 0.21

019 0.5 0.8

.. ..

..

V O L U M E 2 2 , N O . 9, S E P T E M B E R 1 9 5 0

1079

Raman Spectral Data for Hydrocarbons (Continuad) Wave

No.

Shift Scattering fisCml-1 Coefficient

1)epolarization Factor, p

No. 32. 2-Ethyl-I-butene 782 801 894 943 1005

(Continued) 0.024 0.024 0.054 0.021 0.070

1039 1092 1111 1206 1262

0.070 0.081 0.038 0.018 0.047

,.

0:i 1. 0.68

0.1 0.2 0:6

1358 1413 1427 1445 1536

0.028 0.088 0.105 0.088 0.014

0:73 1. 0.73

1582 1636 1662

0.017 0.182 0.019

0:20

..

..

No. 33. 2,3-Dimethyl-Z-butene 409 502 633 690 947

0.059 0.llY 0.082 0.2.50 0.018'

0.4

1027 1071 1205 1269 1397

0.039 0.009 0.027 0.217

0.045

0.77 0.7

1456 1623 1683

0.7 o:i5

0.6

0:s

0.37

0.199

0.78

0.237

0:24

0.015

No. 34. 2-Methyl-1-hexene 32d 367 398 459 528

0.011 0.011 0.038 0.014 0.014

704 727 782 825 887

0.020 0.015 0.037 0.047

953 1004 1057 1110 1208

0.009 0.020 0.051 0.058 0.025

0.5

1305 1441 1603 1663

0 OR3 0.140 0.014 0.15.5

0.82 0.90 0.2 0.31

0.068

I .

I. 0.6 0.2

0.2 0:4

0.4 0.5 0,s 0. I

0.7 0.7

No'. 35. 3-Ethyl-2-pentene 269 313 414 518 566

0.034 0.017 0.060 0.038 0.008

603 665 723 793 827

0.019 0.016 0.151 0.011 0.027

0.9

0:4 0.5 0.1

..

o:i

0.4 0.9

924 942 1012 1031 1052

0.086 0.076 0.128 0.145 0.158

0.76 0.8 0.54 0.44 0.3

1117 1205 1258 1329 1370

0.068

0.i

1458 1621 1678

0.017 0.09ti 0.072 0.121 0.311 0.023 0.343

0.B 0.56 0.4 0.48

0.74 0:ZO

No. 36. 2,4-Dirnethyl-l-pentene 171 315 387 422 ,533

0.063

0.045 0.042 0.052 0.049

0.4 1.

1. 0.56

0.48

Wave

No.

Shift, Scattering A l , Crn.-' Coefficient

Depolarization Factor,,p

No. 36. 2,4-Dimeth 1 1 pentene 698 811 894 1111 1163

(continusd; 0.042 0.118 0.035 0.049 0.028

1224 1331 1377 1404 1445 1639

0.065 0.066 0.059 0.104 0.104 0.139

-

0.41 0.21 0.62 0.92 0.7 0.63 0.71 0.82 0.48 0.71 0 21

No. 37. 4,4-Dimethyl- 1-pentene 182 23 1 325 339 376

0.052 0.036 0.063 0.057 0.029

0:7 0.9 0.9

459 522 56 1 619 654

0.036

0.6

0.009 0.008 0.089 0.013

0.2 0.8

703 755 885 925 956

0.020 0.154 0.063 0.088 0.039

0.6 0.08 0.85 I. 0.9

1029 1064 1092 1100 1122

0.026 0.009 0.010 0.011 0.011

0.7

1193 1199 1241 1293 1372

0.088 0.088 0.083 0.161 0.011

0.91 0.81 0.76 0.46 I.

1419 14.50 1550 1588 1646

0.090 0.122

0.56 0.83 0.6

0.013 0.012 0.169

0.6

..

0'2

No. 38 ris-4,4-Dimethyl-Z-pentene 256 0.098 0.91 308 0.047 0.73 382 0,020 0.7 497 0.038 0.9 625 0.075 0.2 688 744 877 924 9G1

0.021 0.239 0.021 0.105 0.047

1027

0.097 0,012 0.109

1075 1209 1239 1:104

1377 1457 1558 160.5 1664

0.042 0.035

O.O2(i 0 144 0.008

0.016 0.156

0.011 0 016 0.157 0.039 0.03.

923 1028 1099 1123 1204

0.088 0.035 0.013 0.014 0.093

Dspolarization Factor, p

No. 39 Ira7ia-4,4-Dimethyl-2-pentene 1271 1314 1384 1453 1625

(Continued) 0.031 0.107 0.048 0.145 0.012

1662 1680

0.048 0.138

0.5 0.33

0.8

0.87 0.8 0.44 0.27

No. 40. lrana-3-Octene 181 323 47.5 808 838

0.020 0,030 0.015 0.020 0.034

0.4 0.4 I. 0.7

901 993 1055 1103 1151

0.030 0.024 0 044 0.027 0.008

0.4 0.9 0.4 0.4

1198 1245 1300 1438 I552

0.027 0 042 0 085 0 112 0.014

0.7 I. 0.76 0.96

1601 165R

0.017 0,189

0131

..

No. 41. Irane-4-Octene 176 307 384 460 774

0.027 0.027 0.017 0.017 0.031

847 896 1041 1098 1236

0.027 0.072 0.048 0,051 0.048

0.3 0.42 0.3 0.4 0.5

1291 1438 1597 1655

0.068 0.116 0.015 0.182

0.48 0.84

014

0:26

No. 42. 6-Methyl-1-heptene 0.030

0.5

0.030 0.023 0.021

013

742 811 911 Y52

0.012 0,052 0.030 0,032 0.016

0.7 0.1 0.4 0.8

0.89 0.85 0.4

1053 1123 1173 1214 1299

0.012 0.020 0.014

0.5 0.4 0.9 0.5 0.52

0.5 0.78 0.2 0.2 0.17

1341 1425 1452 1550 1593 16.51

0.044 0.080 0.111 0.007 0.011 0.146

0:12 1.

0.68 0.4 0.5

0.2

No. 39 trans-4,4-Dirnethyl-2-pentene 191 0.032 0.88 233 0.019 342 0.148 0153 454 0.015 I. 533 0.095 0 2 612 702 759 790 888

IF LL ).e NO. Shift. Scattering AS,Cni.-l Coefficient

0.28 0.86 0.7

0.77 0.9 0.6 0'74

991 343 406 570 644

1020

0,005

0.014

0.102

Wave

No.

Shift,

Scattering

U,Cm-1 Coefficient

Depolariration Factor,

No. 44. 1,3-Hexadiene (cis and frans)

380 470 499 611 785

0.076 0.065 0.083 0.024 0.017

0.4

843 898 933 960 1022

0.081 0.138 0.062 0.028 0.079

0.87 0.89 0.7

0.055

0.5 0.4

0.5

0.S

1. 1

1.

0.4

1070 1110 1182 1245 1279

0.453 0.299 0.312

0.53 0.46 0.46

1292 1328 1372 1426 1440

0.345 0.074 0.039 0.198 0.190

0.36 0.4 0.5

15.58 1608 1660

0.111 0.402 2.53

0.31 0.33 0.36

0.029

0.54 0.60

No. 45. 2,4-Hsradiene (High Boiling Isomer)

264 320 438 455 600

0.028 0.108 0,113

705 817 920 946 987

0.045

0.182

0.045 0.091

0.062 0.034 0.023

1034 1082 1153 1246 1281

0.113 0.028

1312 1382 1458 1563 1609 1668

0.244 0.238 0.985 0,158 0.464

0.846

0.682 0 402

1.65

0.7 0.35 0.68 0.36 0.5 0.6 0.77 0.2 0.5

..

0.70 0.2 0.53 0.50 0.51 0.39 0.47 0.58 0.35 0.34 0.35

0:6

..

0.7 0.70 0.88

..

o:i

No. 43. 2-Methyl-I-pentadecens 399 479 836 885 in20

0.012 0.017 0.029 0.023 0.045

1076 1121 1211 1278 1304

0.076 0.035 0.041 0.038 0.092

0.9

1387 1446 1550 1595 1659 1689

0.018 0.163 0.021 0.011 0.048 0.024

0:9 0.88

0:b

No. 46 2,3-Dimethyl-1,3-butadiene 401 491 549 668 727

0.080 0.200 0.042 0.023 0.222

0.90 0.72

891 964 1023 1207 1316

0.222

0.451 0.011 0.113

0.90 0.24 0.34

0.168

1345 1387 1414 1445 1471

0.187 0.382

1535 1580 1637

0.057 0.195 1.83

0.688

0.191 0.126

1.

0116

0:4S

0.53 0.62 0.45 0.65

0.38 0.2 0.24 0.27

1.

0:3 0167

.. ..

No. 47 2,5-Dimethyl-1,5-hexadiene 239 264 321 373 418

0.011 0.017 0.006 0.029 0.055

495 528 696 765 852

0.022 0.041 0.029 0.042 0.063

883 964 1017 1056 1168

0.071 0.021 0.056 0.053 0.018

.. 0:i

0.9 0.7 0.2

..

0:i 0.72

0.8 0.4

0.5

..

A N A L Y T I C A L CHEMISTRY

1080

Raman Spectral Data for Hydrocarbons (Continued) Wnve NO.

Bhift. 4;

Scattering ,Ch-lCoe5cient

Depolnrizntion Factor, p

0.020 0.045 0.127 0.242 0.011

1600 1656

0.032 0.338

0.022

0.191

..

0:ZO

No. 52. n-Butylcychpentane 0.69 0.49 0.65 0.6 0.95

503 845 860 1072 1101

0.108 0.197 0.172 0.165 0.134

0.59 0.77 1. 0.58 0.46

1153 1229 1271 1322 im

1.310 0.535 0.045 0 . 134 1.2~5

0.57 0.58

1445 1550 159, 1648 1707

0.688 0. 153 0.465 4.780 n OFI!I

n

..

0.3Ii n.4;.

62 0.41: 0.41

0.44 0 2

No. 49. Ethylcyclobutane 17(i 3,ifi

0.017 0 , 024

0.7

412 618

0.086

742

0.021 0.034

0.67 0.4

933 986 1092 1115 1220

0.188 0.079 0.079 0.031 0.027

0.57 0.38 0.4 0.9 0.9

1813 1358

0.010 0.027 0,137

1. 0.3 0.67

1441

No. 50 267 438 '497 526 R05

0.021 0.006

0.086 0,032 0.018

0:2

768 854 896 947 955

0.089 0.025 0.089 0.026 0.021

0.2 0.3 0.1 0.9 0.8

1021 1082 1145 1207 1283

0.027 0.044 0.032 0,021 0.016

0.3 0.7 0.6 0.3 0.d

1348 1463

0.029 0,148

0.9 0.84

0.7 0.9 0.5

No. 51

cis- 1-Methyl-2-ethylcyclopentane

310 343 404 470 492

0.019 0.010 0.048 0.024 0.019

7'48

0.056

0.2

0.058

0:3 0.2 0.3

0.033 0.023

901

0.068

984

0.035 0.048 0.062 0.028 0 019

1026

1044 1087 I IllX

171

300 782 840 894

1024 1063 1130 1295 1445

0.021 0.083 0.021 0.042 0.114 0.048 0.038 0.026 0.042 0.152

0.2 0.3 0.R 0:27

0.5 0.6

..

1.

0.93

No.

Shift, Scattering A;, Cm.-l Coefficient

0:2 0.6

0.8

0.8 0.4 0.4 0 4

Depolarization Factor, p

329 402 465 499 557

0.062 0.041 0.062 0.017 0.109

664 728 796 853 912

0.014 0.163 0.032 0.033 0.017

0.6 0.6 0.8

937 979 1048 1080 1136

0.047 0.047 0.038 0.057

0.61 0.88 0.5 0.75

119.: 1220

0.071 0.052 0.040 0.044 0 041

0.66 0.70 0.6 0.6 0.6

0 052 0.156 0. 1.58

0.6

12.52

1290 1313

1462

IJIi4

0.008

0.70 0.8 0.5 0:i

o:i

817 889 953

0.07: 0.046 0.077 0.089 0,039

0 3 0.3 0.2 0.1 0 $1

1024 1041 1091 1143 1174

0.036 0.029 0.015 0.016 0.027

0 92 0.8 0.5

1314 1350

0.027 0.046 0 17:i

1

I460

0.7 1

0 R(I

No. 54

1,3-Dimethylcyclohexane 257 0 02(1 0 8 416 0 123 0 43 446 0 052 0 3 482 0 014 543 0.117 0:i

cis-

713 769 846 935 984

0.019 0.147 0.052 0.016 0.060

1. 0.32 0.48 0.7 0.88

....

1113 1170 1221 1271

0.029 0.088 0.042 0.051

0:6

,1305 1348 146.5

0.035 0,094 0.154

1. 1.

0.85 0.72 1.

No. 57. ii-Butylcyclohexane 284 411 471

0 0 0 0

033 030

0 38 0 4

024

777

020 0 048

0 3

703

0.041

0.3 0.3

60i

w:

880 IO33 1057 1103 IlRO 120.5 1269 1299

0.033 0 020 0.112 0.056 0.045 0.021 0 041 0.071 0.033

0:68 0.63 0.6 0.8 1.

0.89 1.

No. 58. Isobutylcyclohexnne 290 451

573 721 812 847 956

979

1034

1100' 1162 1198

0.051 0 Oi?

n ni I

I1 48 IJ 3

0 0% 0.074 0 077 0 02x

0.016 0 127

0.2 0.1 0 6

0.6 0.72

1?63 1.712

0.Ol'i 0 044 0 024 0.09;

o.ns

0.5 0 5 0.8

0.81 0 .i

0.266 0.026 0.041

1006 103fi 1101 1162

0.055 0. 100 0.043 0 053 0.036

1213

126Y 13113 133!4 1309 1451 146131

0.056

0.043

0.101

0.034 0.040

0.036 0.157

0.152

0 1 0.2 0 3 0.5

0 8

0.3 0.80 0.7 0 7 0 7 0.8

1. 0 E 0.6 0.78 0.77

0:65

4iO 3 5 764 798 852

0 020 0.053 0.192 0.053 0 033

0.4 0.2 0.14 0.5 0.7

886 92.5 1041 1079

0.10: 0.034 0.069 0.164 0.049

0.28 0.4 0.4 0.71 0 5

1160 1203 1269 1338 1438

0.020 0.058 0.082 0.043 0 220

0.4 0.54 0.87 1.

9&7

0.2 0.9 0.4

1-Cyclohe 13(Z cyclohexylet h $ l & & n e 336 0.045 463 0.045 O:D5 508 0.030 .. 638 0.023 .. 772 0.042 .. 806 860 1053 1072 1101

0.129 0.102 0.205 0.089 0 076

0.44 0.3 0.89 0.75 0.71

1220 1253 1286 1313 1359

0.076 0.045 0.162 0.091 0.072

0:64 0.81 0.71

1382 l45c 1553

0.045 0 394 0 023

0.79 0 69

(Observed a t 53O C.) 317 0,033 0.3 470 0.030 0.6 613 0.040 0.5 790 0.040 0.5 845 0.043

1030 1081 1210 in:< I307

o.oa.'i

0 05!1 now1

n

ox6 U 036

o

70 0.72 0.28 0.65 0.68

0.28

3iC 42!l

0.049 OO:%f,

47i 3%;

0.016 0.023

-588 R.58

0.039 0.009 0.012

0.6

712 780

I

0 8

0.7

0.033

0:6

811;

0.120

0.3

876

0.036 0.022 0.020 0.064 0.033

0.2 0.8 0.3 0.64

0.029

0.;

0 OS0 0.056 0.287

0.7 0.72 0 84

907 979 1012 1088

14.53

No. 59. Pentadecylcyclohexane

I

No. 62 2,4-Dimethyl-l-cyclopentene 309 0,014

1218 1264 1334 138(j

trans-l,3-Dimethylcyclohexane 35; 0.033 0.4 454 0.064 0.3 , 486 0.037 0.3 624 0.041 0.5 696 0.023 753 800 860 933 984

0 036 0.026 0.041 0.036 0.053

178

No. 61

0 04

No. 55

297 323 353 409

0.80 0 82

No. 53. Isobutylcyclopentane 308 42:j

Uavi, No DepolariShift, Scattering eation A;, Cni.-l Coefficient Factor, p

No. 60. cis-Hydrindane

No. 56

1,1,3-Trirncthylcyclohexane

1339

..

Irans-l,2-Dimethylcyclopentane

803 838 885

1. 0.8 0.8 0.8 0.78

014

No. 48

0.204 0.198 0.057

cis-1-M ethyl-2-ethylcyclopentane (Continued)

0.54 0.58

2,5-Dimethyl-2,4-heradiene 171 290 336 401 463

Wave

No. Si

No. 47

2,5-Dimethyl-l,S-hexadiene .(Continurd) 1211 1310 1387 1419 1554

Wave No. DepolariShift, Soatterjng aation Ai,Cm.-' Coefficient Faotur, p

0.026

0.6

o.,

V O L U M E 2 2 , NO. 9, S E P T E M B E R 1 9 5 0

1081

Raman Spectral Data for Hydrocarbons (Continued) Wave

No.

Shift, A", Cni.

I

Scattering Coefficienr

1)~i)oIarisntion Factor.

p

No. 63 1,2,4-Trimcthyl-l-cyclopentene 281 0.052 0 9 324 0.013 382 0.018 422 0 3 0.025 1 488 0.032 53 1 587 624 740 766

0.033 0.044 0.033 0.030 0.037

812 836 89 1 945 973

0,053 0.053 0.013 0.017 0.024

1031 1085 1171 1214 1283

0.025 0.039 0.013 0.033 0.020

1343 1388 1454 1590 1636 1693

0.038 0.140 0.409 O.OQ3 0.017 o 203

0 7 1

0 4

Wave No. Shift, Scattering A $ , Cm.-l Coefficient

Depolarication Factor, p

No. 66

1-Methyl-4-n-propylbenrsne 310 0 156 0 54 358 0 074 0 78 390 0 4 0 024 409 0 03fi 466 0 050 0 4

n 017 0 171 n 028

538 64 1 708 743 802

n ncr

834 871 892 1033 in99

0 4in 0 034 0 046 n 1% 0 139

n

0 4

1145 1205 1291 1340 1385

n 066 n 534 n 026 n 035 n ow

n

50

0 5 0 48 0 66

1450 1521 1625

n

n

87

0 1 0 1 0 5 1 0 ; 1

0 7 1 0 7

n

133 011

n 381

0 14 1

0 65

Depolarization Factor P

1-Methylnaphthalene (Continued) 0.126 1. 0.084 1. 0.035 0.056 0.168 0'il

1144 1168 1210 1240 1269 1317 1371 1425 1456

0.442 4.490 0.477 0.448 0.114 I 107

1.511

1.571

0 15

52 0 45 0 15

Coefficient

No. 68.

0 8 0 78

n ow n 382

02 0 2

Shift._, Scattering

A v , Cm.

0.51

O:65

No. 69. 2-Methylnaphthalene (Ohserved a t l l O o C ) 395 n 117 o 87 446 n 299 o 41 512 0 293 0 62 620 o 033 o 4 RRR 0 024

0 70

23

No. 67.

Naphthalene (ObaPrvrd a t 1 i n o C >

No. 64 1-Methyl-2-n-propylbenzene 302 0.054 0 4 340 0.013 450 n.n32 0 6 487 0.044 0 8 546 0.126 0 34 ti07

716 744 i61 i8H

830 863 890 9 84

0.064 0.246 n. 176 0.172

n.osi

0 0 0 0

82 18

23 1

0.023 o.n.jg 0.089

0 5 0 5Fi

inw

n . 353

n

1092

1160 1220 1295 1341

n ,079 0.123 0.310 0.037 n. 042

0 3 0 6'1 0 14 (1

1385 1452 I555

0.089 0.157

1612

n

0 0 0 0

0.OfiA

0.03.5

n. 137

ZRR

0 3 1')

909 388

0

u')

0 l'?

0 011 o on7 n 028 0 03Y

1002 1035 1100 iim 1214

0.664 0.100 0.095 n 034 0.049

0 14 0 63 0.35 0.90 0 4

1253

0.170 0.049

0 1

1290

1345 1385 1453

0.040

n 082

0 113

o fi2 0.48 fl fi

663 709 762 882 944

n.029 0.134 0.952 n.021 0.071

0.i: 0 1: 0.8 n. 63

971 102s 1110 1151 1210

0 067 0.611 0.033 0.121 n.021

0.7 0.78 o8

1244 1280 1327 1383 1466

0.059 0.126 0.314 2.95 0.612

0.63 0.26 0.24 0.23 0 36

,

No. 68. 1-Methylnaphthalene 410 438 477 ,513

0 126 n 105 0 147 0 266 n 449

567 603 647 703 739

n 323 n 028 0 049 0.997 n 091

799 862 979 1022 1077

0 048 0.175 n 204

o o

5 4

0 '3

n n

43s 281

1380 1438 1468 1580 I

R

1

n

$50

0 48 0 78 0.48

o 0 19 n fi3

o o n

30 29 40

329 418 4 SO

491 51 8 573 613 661 716 833 981 1058 1078 iiin 116.5

I 208 1280

2 O X 0 196 n 348

~

nn n248 i8

n

0 29 0 35 37

n n

n

71

052

n ow

0.43, 0 . 4 ~

0 n 7 ~ n 078

0.m n.5.5

n 202 0 li2

0.032 0.022 0.461 0.067

0 041 0 135 o 146 0 029 o os6 0 033 o 067 187 1 990 0 236

1329 1383 1432

n

1474 1522 I591 1642

0.277 0.042 0 536

0 834 2x3 0 f)?l

o

0

n

46 72

No. 72. 2-8,-Butylnaphthalene 4nn .__ n net;

0 :i-iS

o. tic 0 64 10 0 61

520 718 770 887

O.O!Ifi 0.800

n

952 961 1020 1108 1175

0.06R 0.061 0.388 0.153 0.145

0.5 0.33 0.62 0.3.5

1476 1585 1644

0.588 0.386 0.175 0 114

n 73 0.88 0 9

IR6.5

n.n.v

0.74

0 41

n os2

No. 73. 1-a-Naphthylhendecane

o.:n 0 31

0 15

0 24

n 37 0 76 n a2 0 65 o 23

o

2.1

0 25 0 21 0 2.5

0 61 n 70 1 -Phenyl-3-(2-phenylethyl,No. 74

No. 71. 2,3-Dimethylnaphthelene (Obaerved a t l l O o 308 0 045 414 0 200 443 o 518 517 0 067 612 0 050

o : 0 82

958

50

1471 ls580 Ifi47

No. 70. 1,6-Dimethylnaphthalene

680 739 813

o

No. 71. 2,3-Dimethylnaphthslene (Continued) 1017 n.:m ci.76 1112 n.o'i1 1152 o.om 1182 0.031 1208 n.o:iA

0.3

n. 1 7

Si 73 6 66

85s 942

800

0 885 0.029

Uepolorication Factor,#

o o:{

0 ,

NO. 6 5 1-Methyl-3-n-propylbenzene 2-24 n.1.v 1 320 0.0;4 0 2 325 0 183 0 45 601 0.034 o.'~:, 715 0.123 0.18

0 135

n,ow

511 611

245

739 770

0.0?5 0 067

455

Scattering

0.20

0.29 0.41

0 2

n

No. Shift,

A;, Cm.-' Coefficient

884

0 022 0 426 n 225 0 026 0 036

hendecane 0.055 0.133 0.055 0.063 n.023

0165

32

503 638 782 855 913

YJ

962 1020 1048 1168 1191

0.030 0.672 n.2.i~ 0.070 n.07n

0.1; 0.16 0.87 0.65

1215 1317 1349

0.234 0.070 0.101)

0.26 01 . 5

1386 1445

0.039 0,227

15jo 1586 1604 1857

0.027 0.086 0.289 0.031

)

(1 80

n I

n

0.33 0.33

0:85

0.32

0.52

0.83

..

ANALYTICAL CHEMISTRY

1082

Raman Spectral Data for Oxygenated Compounds .."._ Soattering f i , C m . - l Coe5cient

Depolarisation Factor, P

No. 75. Dimethyl Acetal

(1.1-Dimethowethane) 0.4 187 0.031 0.4 310 0.024 0.024 0.4 402 0.007 1. 493 0.083 0.52 543 0.4

643 816 840 879 894

0.021 0.131

0.052 0.035

0.2 1. 0.9

1000 1092 1130 1153 1210

0.062 0.035 0.059

0.54 0.4 0.54

0.041

0.4

0.021

0.9

1368 1450 1478

0.045

0.93 1. 1.

0.048

0.117 0.052

0.1

No. 76. Ethylal

(Diethoxymethana) 187 0,032 .. 229 0.006 356 0.024 o:in 483 0.013 0.6 833 0.016 0.2 649 796 855 991 1015

0.019 0.021 0,175 0.019 0.035

1. 0.6 0.35 0.7 0.6

1053 1111 1215 1276 1364

0.029 0.073 0.014

0.6 0.3R

0.013

0.055

0.56

..

1390 1459 1481

0.075 0.119 0.064

0.7 0.72 0.73

816 860 023 962 1039

0.069 0.062 0.029 0.018 0.038

1101 1139 1215 1271 1396

0.062

1455 1478

0.136

0.014

0.020 0.0.58 0.033

0.044

0.2 0.87 0.7

0:7 0.3 0.7 O:6R

0.7 0.80 1.

No. 78. Methanol 302 477 603 1031 1107

'0.016 0.016 0.010

1. 0.9

0.160

O:i4

0.025

0.9

1203 1268

0.033 0.019

0.5 0.8

Id63 1538

0.064

0.059 0.014

0.9

1.

No. 79. Ethlnol 321 437

490 615 777 819 881 1050 1094 1207 1274 1406 1457 1652

0.009 0.026 0.012 0.012 0.009 0.015 0.150

0.085

0.065 0.027 0.051 0.022 0.096 0.014

No.

Shift, &,Cm.-'

Soattering Coe5cient

Depolarication Factor, p

No. 80. 1-Propanol 0.007 0.058 0.014 0.014 0.119

0:4 0.9 n.9 0.24

889 972 1058 1106 1220

0.072 0.040 0.076 0.040 0.011

0.38 0.84 0.75 0.8

1271 1299 1341 1409 1450 1478

0.043 0.043 0.014 0.029 0.126 O.Ofil

0.6 1.

..

..

0189 0.83

No. 81. 2-Propanol 188 All 373 425 485

0.050 0.009 0.017 0.023 0.025

763 815 949 1033 1127

0.017 0.258 0.079 0.017 0.064

1160 1207 1340 1454 1548

0.032 0.022 0.032 0.125 0.012

0.3 0:s 1.

..

0121 1.

0:68 0.7 I. 0:66

..

No. 82. I-Butanol 342 390 478 517 604

0.018 0.076 0.017 0.011 0.00~

0.2 0.4

824 877 898 946

0.35 0.4

955

0.070 0.018 0.015 0.030 0.02;

1031' 1064 1109 1202 1292

0.087 0.064 0.052 0.019 0.070

0.54

1437 1535

0.138 n.011

0.77 0.7

.. .. ..

0.2 0.5 0.5

0.76 0.48 0.7 0.98

No. 83. 2-Butanol 382 435 ,501 608 723

0.017 0.028 0.052

0.3 0.6 0.4

0.011

..

0.005

770. 823 014 994 1034

0.043 0.075

1113 I155 1210 1299 1357

0.062 0.026 0.011 0.028 0.038

0.79 1. 0.3

1445 1537

o.ow

0.120

0.79

0.058

0.08i 0,040

0.2 0.34 0.84 0.96 0.6

0.6

0.5

..

1:'

..

.. .. 0:29

0.63 0.3 1.

0.87 0.8 0.94

..

No. 84

2-Meth 12-propanol (&-Butyl &ohol) 213 0.032 0.2 382 0.075 0.67 508 0.036 1. 688 0 012 732 0 036

787 899 952

1058

1134

0.409 0.012 0 182 0 024 0 008

.

No. DepolariShift. Scattering cation A$,Cni.-1 Coefficient Factor, p

A?, Cm.-l Coefficient Factor, p

No. 84. 2-Methyl-2-propanol

No. 88. n-Butyraldehyde

iCo nfinued)

412 468 777 811 865

0.R

No. 77. Acetal (1,l-Diethoxyethane) 346 0.029 0.7 361 0.03: 0.5 468 0.013 538 0.062 0:8 063 0.011 ..

1447

Wavr _

Wave

No.

Shift.

0.82 0 9 0 73

0

4

117i 1239 1270 142:'

0.012 0.097 (1.075

o . 0 ~

1 4 ~ ' ~ 0.221

0.9 0.W 0.89 0.5

0.007 0.009 0.039 0.043 0.022

530 ,598 765 838 860

0.008 0.012 0.041 0.022 0.033

921 993 1017 1042 1117

0.025

246

0.040

356 377 407 53: