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27208-37-3

Basic Information
CAS No.: 27208-37-3
Name: CYCLOPENTA(C,D)PYRENE
Article Data: 32
Molecular Structure:
Molecular Structure of 27208-37-3 (CYCLOPENTA(C,D)PYRENE)
Formula: C18H10
Molecular Weight: 226.277
Synonyms: Acepyrene;Acepyrylene; Cyclopenta[c,d]pyrene
Density: 1.357 g/cm3
Melting Point: 175°C
Boiling Point: 438.3 °C at 760 mmHg
Flash Point: 209.2 °C
Safety: Questionable carcinogen with experimental neoplastigenic and tumorigenic data. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
PSA: 0.00000
LogP: 5.06780
Synthetic route
85056-99-1

3,4,4a,5-tetrahydrocyclopentapyrene

27208-37-3

cyclopenta[c,d]pyrene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene for 1h; Heating;95%
154120-55-5

1-(1-chlorovinyl)pyrene

27208-37-3

cyclopenta[c,d]pyrene

Conditions
ConditionsYield
at 1000℃; under 0.01 Torr;88%
Multi-step reaction with 2 steps
1: 600 °C / 0.01 Torr
2: 1000 °C / 0.01 Torr
View Scheme
198780-91-5

3,9-Diethynyl-phenanthrene

A

206-44-0

fluoranthene

B

27208-37-3

cyclopenta[c,d]pyrene

C

201-06-9

acephenanthrylene

D

8-ethynylfluoranthene

E

9-ethynylacephenanthrylene

Conditions
ConditionsYield
at 1000℃; under 0.01 Torr; Mechanism; var. of temp.; other polyclic aromatic hydrocarbon with ethynyl subst.;A 2%
B 1%
C 4%
D 8%
E 85%
198780-91-5

3,9-Diethynyl-phenanthrene

A

206-44-0

fluoranthene

B

27208-37-3

cyclopenta[c,d]pyrene

C

8-ethynylfluoranthene

D

9-ethynylacephenanthrylene

Conditions
ConditionsYield
at 1000℃; under 0.01 Torr; Further byproducts given;A 2%
B 1%
C 8%
D 85%
69795-73-9

3-hydroxy-3,4-dihydrocyclopentapyrene

27208-37-3

cyclopenta[c,d]pyrene

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 1h; Heating;83%
With aluminum oxide In benzene Dehydration;65%
With toluene-4-sulfonic acid
137233-90-0

1,2,2a,3,4,6,7,8-octahydrocyclopentapyrene

27208-37-3

cyclopenta[c,d]pyrene

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In toluene for 16h; Heating;70%
195-19-7

benzo[c]phenathrene

A

85-01-8

phenanthrene

B

27208-37-3

cyclopenta[c,d]pyrene

C

203-12-3

benzo[ghi]fluoranthene

Conditions
ConditionsYield
at 1150℃; under 0.5 Torr;A 4%
B 41%
C 26%
198780-91-5

3,9-Diethynyl-phenanthrene

A

206-44-0

fluoranthene

B

27208-37-3

cyclopenta[c,d]pyrene

C

201-06-9

acephenanthrylene

D

8-ethynylfluoranthene

Conditions
ConditionsYield
at 1025℃; under 0.01 Torr; Further byproducts given;A 7%
B 8%
C 16%
D 12%
157729-37-8

3-(4H-cyclopentaphenanthrylidene)-1,5-bis(trimethylsilyl)-1,4-pentadiyne

A

129-00-0

pyrene

B

192-97-2

benzo[e]pyrene

C

203-64-5

4H-Cyclopenta[def]phenanthrene

D

27208-37-3

cyclopenta[c,d]pyrene

E

203-12-3

benzo[ghi]fluoranthene

F

5821-51-2

Coarannulen

Conditions
ConditionsYield
With hydrogen In gas at 900℃; Product distribution; electrically heated vertical laboratory tubular furnace;A n/a
B n/a
C n/a
D n/a
E n/a
F 15%
157729-37-8

3-(4H-cyclopentaphenanthrylidene)-1,5-bis(trimethylsilyl)-1,4-pentadiyne

A

129-00-0

pyrene

B

192-97-2

benzo[e]pyrene

C

27208-37-3

cyclopenta[c,d]pyrene

D

5821-51-2

Coarannulen

Conditions
ConditionsYield
With hydrogen In gas at 900℃; electrically heated vertical laboratory tubular furnace; Further byproducts given;A n/a
B n/a
C n/a
D 15%
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    27208-37-3 CAS NO.27208-37-3

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Toxicity Data With Reference

1.   

mma-hmn:lym 4 mg/L

    JJIND8    JNCI, Journal of the National Cancer Institute. 63 (1979),309.
2.   

msc-hmn:lym 50 nmol/L

    MUREAV    Mutation Research. 128 (1984),221.
3.   

otr-mus:fbr 300 µg/L

    CNREA8    Cancer Research. 40 (1980),4482.
4.   

otr-mus:emb 300 µg/L

    EVSRBT    Environmental Science Research. 22 (1981),445.
5.   

msc-mus:lym 1200 µg/L

    CNREA8    Cancer Research. 40 (1980),4482.
6.   

msc-ham:lng 300 µg/L

    CRNGDP    Carcinogenesis. 3 (1982),763.

Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 , 1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 32 , 1983,p. 269.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program.

Safety Profile

Questionable carcinogen with experimental neoplastigenic and tumorigenic data. Human mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.