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43 hours of engine opera- tion on the city driving schedule,

55 galIons of a water phase were condensed from the ex- haust. This water phase was extracted with distilled benzene to yield approximately 60. gm.of tar. The extraction was carried out in an 1I-stageYork-Scheibelextraction column at a benzene-waterratio of

1 to 10. (Using the analytic method given in this paper, no polynuclear hydrocarbons could be isolated from the extracted water phase.) The benzene rinses of the accumulator and transfer barrels resulted after vacuum evaporation in 31. gm. of material (yellow-brownlight oil). The glass filters were extracted with a bennene-methanol

93 CANCER ,/anzm~y-Februnry1962 Vol.

15 Frict. -

1 2

3 4

5 ti

7 8

9 10

11 12

13 TABLE

1 CO1,OK CHROMATOGRAPHY* _____ - . Fluorex. UV &

Flnore4c. uv &

Elrrt. color Resi- fluoresc. Elut. color Resi- fluoresc solv., in IJV due, spectra snlv., in UV due, spectra m1.t IightTP mg. indicate:]] Fract. m1.t light18 mg. indicate:ll .-__ H

250 H

200 H

950 H &

B (9:l)

750 H &

B (8:l) 1,000 H &

B (8:l) 1,900 H &

B (6:l) 1,250 H &

B (6:l)

500 H &

R (6:l)

950 H &

R (6:l) 1,450

1 3 8r B (3:l) 1,7.50 H &

B (5:l) 1,900 ?1 &

I3 1,053 (3:1)* ., .- --_-- Not fluoresc. Blue Light blue Violet- blue Light blue Light blue Blue- violet Violet Yellow- blue Rlue- violet Yellow- blue Blue- violet Violet - -.

191 40

263 146

180 222

37 37

86 18

167 65

204 ...

14 Phenan- threiie

15 Alkylphen- anthrene, anthracene Pyrene

16 Fluoran-

17 thene fluorati- thene Benz[mno]-

19 flrioran- t hene -41kyl-

18 .Ilkyl-

20 fluoran- Lhene Alkvl- fluoran-

21 theiie Beiiz[a]- anthra-

22 cene Benz[u]- atithra-

23 cene Tripheny- lene

24 Chrysene

25 - - -- H &

B (2:l) 1,800 H &

R (2:l) 2,000 H &

13 (2:l) 1,850 H &

13 (2:l) 3,200 H &

r3 (1:l) 6,800 H &

H (1:l) 5,000 H &

H (1:l) 5,000 H &

B (1:l) 5,000 H &

B (1:l) 3,500 H &

B (1:l) 2,000 H &

B (1:l) 1,000 ?3 1,000 Blue- violet Light bluc- yellow Light blue Blue- yellow Brownish Brown- yellow Rrown- yellow Brown- yellow Brown Brown Brown Dark brown

62 23

95 193

380 285

256 212

117 80

51 204 Benzo[u]- pyrene Renzo[j]- fluoran- thene, coronenc Coronene Renzo[kj- fluoran- them ? ? ? ? ? ? ? ? *i:sing 3.815 gm. of material per

200 gin. of aluminum oxide, nonalkaline, almost neutral, grade I activity. tH, hcxnne;

R, benzene. :Excitation,

365 mp. SFractions

18 to 25, visible shades. 1j Fractioiis

18 to

25 indicate the presence of undcfined higher polpcyclic .aromatic hydrocarbons. mixture (4 to 1) until they were free of soluble organic matter. The tlark-brown oily rcsidue of ihe extracts amounted to

79 gm. Aiinlytic Tcchiaique. The tar sample taken for analysis included aliquots of each o C the aforementioned

3 parts but did not in- clucle a fourth fraction recovered from the shell arid tube condenser in the engine exhaust system. This latter material, comprising an estiniatcd

20 gm. of oily tar was rcccntly found to be much richer in benzo[o]pyrene than was the sample reported in this paper. It may be presumed that this unreported frac- tion contains other polynuclear aromatic hy- drocaibons in similarly relatively higher con- centrations. Recognizing this short-coming of the Ixcsent analysis, it is anticipated that a repeat analysis will be made in the near future on a more nearly representative sampling of the whole tar. From the combined portions (165 gm.), a sample of 5.023 gm.was used for the analysis. Enrichment of Polynuclear Aronacrtic Hy- drocarbm s hv Parfition I3etween 0rganic Solvents.7 The sample was dissolved in 100- ml. methanol-water (4 to 1) and the same vol- ume o f cyclohexane. Both phases were sepa- rated and ihe methanol-water phase extracted