Chrysene

Chrysene: Chrysene^[1]

IUPAC name

Chrysene

Other names

Benzo[a]phenanthrene
1,2-Benzphenanthrene

Identifiers

CAS number 218-01-9^Y

PubChem 10457109

ChemSpider 8817^Y

UNII 084HCM49PT^Y

EC number 205-923-4

KEGG C14222^Y

ChEBI CHEBI:51687^Y

ChEMBL CHEMBL85685^N

RTECS number GC0700000

Jmol-3D images Image 1

SMILES

c1ccc2c(c1)ccc3c2ccc4c3cccc4

InChI

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

Properties

Molecular formula C₁₈H₁₂

Molar mass 228.28

Appearance Orthorhombic bipyramidal plates

Density 1.274 g/cm³

Melting point
254 °C, 527 K, 489 °F

Boiling point
448 °C, 721 K, 838 °F

Solubility in water Insoluble

Solubility in Ethanol 1 mg/1300 mL

Related compounds

Related PAHs Pyrene, Tetracene, Triphenylene

N (verify) (what is: Y/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)

Infobox references

Chrysene is a polycyclic aromatic hydrocarbon (PAH) with the molecular formula C₁₈H₁₂ that consists of four fused benzene rings. It is a natural constituent of coal tar, from which it was first isolated and characterized. It is also found in creosote, a chemical used to preserve wood.

Chrysene is formed in small amounts during the burning or distillation of coal, crude oil, and plant material.

The name "chrysene" originates from Greek Χρύσoς (chrysos), meaning "gold", and is due to the golden-yellow color of the crystals of the hydrocarbon, thought to be the proper color of the compound at the time of its isolation and characterization. However, high purity chrysene is colorless, the yellow hue being due to the traces of its yellow-orange isomer tetracene, which cannot be separated easily.

Use

Chrysene is used in the manufacture of some dyes.

Safety

As with other PAHs, chrysene is suspected to be a human carcinogen. It is known to cause cancer in laboratory animals.^[2]

References

^ Merck Index, 11th Edition, 2259.

^ TOXICOLOGICAL PROFILE FOR POLYCYCLIC AROMATIC HYDROCARBONS

v · 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

5 rings
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 · Pentacene · Perylene · Picene · Tetraphenylene

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

Categories:
Polycyclic aromatic hydrocarbons
IARC Group 2B carcinogens

Chrysene^[1]


IUPAC name Chrysene
Other names Benzo[a]phenanthrene 1,2-Benzphenanthrene
Identifiers
CAS number	218-01-9^Y
PubChem	10457109
ChemSpider	8817^Y
UNII	084HCM49PT^Y
EC number	205-923-4
KEGG	C14222^Y
ChEBI	CHEBI:51687^Y
ChEMBL	CHEMBL85685^N
RTECS number	GC0700000
Jmol-3D images	Image 1
SMILES c1ccc2c(c1)ccc3c2ccc4c3cccc4
InChI InChI=1S/C18H12/c1-3-7-15-13(5-1)9-11-18-16-8-4-2-6-14(16)10-12-17(15)18/h1-12H^Y Key: WDECIBYCCFPHNR-UHFFFAOYSA-N^Y InChI=1/C18H12/c1-3-7-15-13(5-1)9-11-18-16-8-4-2-6-14(16)10-12-17(15)18/h1-12H Key: WDECIBYCCFPHNR-UHFFFAOYAK
Properties
Molecular formula	C₁₈H₁₂
Molar mass	228.28
Appearance	Orthorhombic bipyramidal plates
Density	1.274 g/cm³
Melting point	254 °C, 527 K, 489 °F
Boiling point	448 °C, 721 K, 838 °F
Solubility in water	Insoluble
Solubility in Ethanol	1 mg/1300 mL
Related compounds
Related PAHs	Pyrene, Tetracene, Triphenylene
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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Look at other dictionaries:

Chrysène — Structure du chrysène Général Nom IUPAC chrysène … Wikipédia en Français
Chrysene — Chry sene, n. [Gr. chryso s gold.] (Chem.) One of the higher aromatic hydrocarbons of coal tar, allied to naphthalene and anthracene. It is a white crystalline substance, {C18H12}, of strong blue fluorescence, but generally colored yellow by… … The Collaborative International Dictionary of English
chrysène — ● chrysène nom masculin Hydrocarbure aromatique C18H12, présent dans les goudrons de houille et dont le squelette carboné se rencontre dans de nombreux produits naturels … Encyclopédie Universelle
chrysene — chrizenas statusas T sritis chemija formulė C₁₈H₁₂ atitikmenys: angl. chrysene rus. хризен … Chemijos terminų aiškinamasis žodynas
chrysene — ˈkrīˌsēn noun ( s) Etymology: French chrysène, from chrys + ène ene : a white crystalline hydrocarbon C18H12 with violet fluorescence obtained from coal tar fractions and from petroleum by cracking and prepared from indene by catalytic… … Useful english dictionary
chrysene — noun A polycyclic aromatic hydrocarbon, 1,2 benzphenanthrene, containing four fused benzene rings … Wiktionary
chrysene — chry·sene (kriґsēn) a carcinogenic tetracyclic hydrocarbon derived from coal tar by distillation and used in organic synthesis … Medical dictionary
chrysene — chry·sene … English syllables
chrysene — /ˈkraɪsin/ (say kruyseen) noun a polycyclic, aromatic hydrocarbon, C18H12, which occurs in coal tar. {Greek chrȳs(os) gold + ene} …
218-01-9 — Chrysène Chrysène Structure du chrysène Général Nom IUPAC chrysène … Wikipédia en Français

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Chrysene

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Chrysene

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