Acenaphthene

Acenaphthene: Acenaphthene

IUPAC name

1,2-Dihydroacenaphthylene

Other names

1,8-Ethylenenaphthalene
peri-Ethylenenaphthalene
Naphthyleneethylene

Identifiers

CAS number 83-32-9^Y

PubChem 6734

ChemSpider 6478^Y

UNII V8UT1GAC5Y^Y

EC number 201-469-6

UN number 3077

KEGG C19312^N

ChEBI CHEBI:22154^Y

RTECS number AB1000000

Jmol-3D images Image 1
Image 2

SMILES

c2cc1cccc3c1c(c2)CC3
c1cc2cccc3c2c(c1)CC3

InChI

InChI=1S/C12H10/c1-3-9-4-2-6-11-8-7-10(5-1)12(9)11/h1-6H,7-8H2^Y
Key: CWRYPZZKDGJXCA-UHFFFAOYSA-N^Y
InChI=1/C12H10/c1-3-9-4-2-6-11-8-7-10(5-1)12(9)11/h1-6H,7-8H2
Key: CWRYPZZKDGJXCA-UHFFFAOYAW

Properties

Molecular formula C₁₂H₁₀

Molar mass 154.21 g mol⁻¹

Appearance White or pale yellow crystalline powder

Density 1.222

Melting point
93.4 °C, 367 K, 200 °F

Boiling point
279 °C, 552 K, 534 °F

Solubility in water 0.4 mg/100 ml

Solubility in ethanol slight

Solubility in chloroform slight

Solubility in benzene very soluble

Solubility in acetic acid soluble

Hazards

MSDS ICSC 1674

EU Index Not listed

NFPA 704

1

2

1

Flash point 135 °C

Autoignition
temperature >450 °C

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

Acenaphthene is a polycyclic aromatic hydrocarbon (PAH) consisting of naphthalene with an ethylene bridge connecting positions 1 and 8. An alternative name, 1,2-dihydroacenaphthylene, emphasizes that it is a hydrogenated form of acenaphthylene. It is a constituent of coal tar.

Acenaphthene was prepared the first time from coal tar by Marcellin Berthelot and after that with Bardy he synthesized it from α-ethyl naphthalene.

It is used in preparation of dyes, pesticides and pharmaceuticals.

It does not appear to be carcinogenic.

External links

Method for sampling and analysis

Chemical land datasheet

MSDS at Oxford University

National Pollutant Inventory - Polycyclic Aromatic Hydrocarbon Fact Sheet

Entry in PAH database

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

Acenaphthene


IUPAC name 1,2-Dihydroacenaphthylene
Other names 1,8-Ethylenenaphthalene peri-Ethylenenaphthalene Naphthyleneethylene
Identifiers
CAS number	83-32-9^Y
PubChem	6734
ChemSpider	6478^Y
UNII	V8UT1GAC5Y^Y
EC number	201-469-6
UN number	3077
KEGG	C19312^N
ChEBI	CHEBI:22154^Y
RTECS number	AB1000000
Jmol-3D images	Image 1 Image 2
SMILES c2cc1cccc3c1c(c2)CC3 c1cc2cccc3c2c(c1)CC3
InChI InChI=1S/C12H10/c1-3-9-4-2-6-11-8-7-10(5-1)12(9)11/h1-6H,7-8H2^Y Key: CWRYPZZKDGJXCA-UHFFFAOYSA-N^Y InChI=1/C12H10/c1-3-9-4-2-6-11-8-7-10(5-1)12(9)11/h1-6H,7-8H2 Key: CWRYPZZKDGJXCA-UHFFFAOYAW
Properties
Molecular formula	C₁₂H₁₀
Molar mass	154.21 g mol⁻¹
Appearance	White or pale yellow crystalline powder
Density	1.222
Melting point	93.4 °C, 367 K, 200 °F
Boiling point	279 °C, 552 K, 534 °F
Solubility in water	0.4 mg/100 ml
Solubility in ethanol	slight
Solubility in chloroform	slight
Solubility in benzene	very soluble
Solubility in acetic acid	soluble
Hazards
MSDS	ICSC 1674
EU Index	Not listed
NFPA 704	1 2 1
Flash point	135 °C
Autoignition temperature	>450 °C
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:

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acenaphthene — noun A hydrocarbon, found in coal tar, derived from naphthalene by the addition of a short aliphatic bridge. See Also: acenaphthoquinone … Wiktionary
acenaphthene — ace·naph·thene … English syllables
acenaphthene — ˌasəˈnapˌthēn, afˌth noun ( s) Etymology: International Scientific Vocabulary ace + naphthene : a crystalline tricyclic hydrocarbon C12H10 obtained especially from coal tar and used chiefly as a dye intermediate and in biology for inducing… … Useful english dictionary
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Acenaphthene

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