Benzo(c)phenanthrene

The correct title of this article is Benzo[c]phenanthrene. The substitution or omission of any < > [ ] { } is because of technical restrictions.

Benzo[c]phenanthrene

Names

IUPAC name

benzo[c]phenanthrene

Other names

3,4-Benzphenanthrene, [4]Helicene

Identifiers

CAS Number

195-19-7^Y

ChemSpider

8782^Y

Jmol interactive 3D

Image

KEGG

C19197^Y

InChI

InChI=1S/C18H12/c1-3-7-16-13(5-1)9-11-15-12-10-14-6-2-4-8-17(14)18(15)16/h1-12H^Y
Key: TUAHORSUHVUKBD-UHFFFAOYSA-N^Y
InChI=1/C18H12/c1-3-7-16-13(5-1)9-11-15-12-10-14-6-2-4-8-17(14)18(15)16/h1-12H
Key: TUAHORSUHVUKBD-UHFFFAOYAU

SMILES

c3cc2ccc1ccccc1c2c4ccccc34

Properties

C₁₈H₁₂

228.2879

1.19 g/cm³

436.7 °C (818.1 °F; 709.8 K) @760mmHg

Hazards

Flash point

209.1 °C (408.4 °F; 482.2 K)

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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Infobox references

Benzo[c]phenanthrene is a polycyclic aromatic hydrocarbon with the chemical formula C₁₈H₁₂. It is a white solid that is soluble in nonpolar organic solvents. It is a nonplanar molecule ^[1] consisting of the fusion of four fused benzene rings. The compound is theoretical interest, but is also environmentally occurring and weakly carcinogenic .^[2]

References

↑ M. Levy , Melvin S. Newman , M. Szwarc "Methyl Affinities of Non-planar Aromatic Hydrocarbons" J. Am. Chem. Soc., 1955, 77 (16), pp 4225–4225 {{DOI: 10.1021/ja01621a015}}
↑ Hirshfeld, F. L.; Sandler, Selina; Schmidt, G. M. J. "The structure of overcrowded aromatic compounds. VI. The crystal structure of benzo[c]phenanthrene and of 1,12-dimethylbenzo[c]phenanthrene" Journal of the Chemical Society 1963, pp. 2108-25. doi:10.1039/JR9630002108

Polycyclic aromatic hydrocarbons

2 rings	Azulene Naphthalene 1-Methylnaphthalene Sapotalin

3 rings	Acenaphthene Acenaphthylene Anthracene Fluorene Phenalene Phenanthrene

4 rings	Benz[a]anthracene Benzo[a]fluorene Benzo[c]phenanthrene Chrysene Fluoranthene Pyrene Tetracene Triphenylene Tricyclobutabenzene

5 rings	Benz[e]acephenanthrylene Benzopyrene Benzo[a]pyrene Benzo[e]pyrene Benzo[a]fluoranthene Benzo[b]fluoranthene Benzo[j]fluoranthene Benzo[k]fluoranthene Dibenz[a,h]anthracene Dibenz[a,j]anthracene Olympicene Pentacene Perylene Picene Tetraphenylene

6+ rings	Anthanthrene Benzo[ghi]perylene Circulene Corannulene Coronene Dicoronylene Diindenoperylene Helicene Heptacene Hexacene Kekulene Ovalene Zethrene

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