Acenaphthene

Title: Acenaphthene
CAS Registry Number: 83-32-9
CAS Name: 1,2-Dihydroacenaphthylene
Additional Names: peri-ethylenenaphthalene; 1,8-ethylenenaphthalene
Molecular Formula: C12H10
Molecular Weight: 154.21
Percent Composition: C 93.46%, H 6.54%
Literature References: Occurs in coal tar. Isoln: Ges. f. Teerverwertung, DE 277110; Chem. Zentralbl. 1914, II, 597. In petroleum residues: Orloff et al., C.A. 31, 28009 (1937). By passing ethylene and benzene or naphthalene though a red hot tube: Berthelot, Bull. Soc. Chim. [2] 7, 274; 8, 226, 245 (1867). By heating tetrahydroacenaphthene with sulfur to 180°: Braun et al., Ber. 55, 1694 (1922). From acenaphthenone or acenaphthenequinone by high pressure hydrogenation in decalin with nickel at 180-240°: Braun, Bayer, Ber. 59, 921, 923 (1926). From acenaphthenone oxime: Morgan, Stanley, J. Soc. Chem. Ind. London 44, 494T (1925). Review of toxicology and human exposure: Toxicological Profile for Polycyclic Aromatic Hydrocarbons (PB95-264370, 1995) 487 pp.
Properties: Orthorhombic bipyramidal needles from alcohol. d 1.189. mp 95°. bp 279°. uv spectrum: Seshan, Proc. Indian Acad. Sci. A3, 148 (1936). Factors influencing the uv spectrum: Jones, J. Am. Chem. Soc. 67, 2127 (1945). Insol in water. One gram dissolves in 31 ml alcohol, 56 ml methanol, 25 ml propanol, 2.5 ml chloroform, 5 ml benzene or toluene. 3.2 g are sol in 100 ml glacial acetic acid. Forms water-sol, cryst complexes with desoxycholic acid, containing two molecules of the bile acid as a rule. The complexes crystallize when concentrated solns of the proper amount of the components in alcohol or dioxane are allowed to cool slowly.
Melting point: mp 95°
Boiling point: bp 279°
Density: d 1.189
Use: Dye intermediate; manuf plastics; insecticide; fungicide.
Acenocoumarol Aceperone Acephate Acepromazine Acequinocyl

Acenaphthene
Skeletal formula Ball-and-stick model
Identifiers
CAS number 83-32-9 YesY
PubChem 6734
ChemSpider 6478 YesY
UNII V8UT1GAC5Y YesY
EC number 201-469-6
UN number 3077
KEGG C19312 N
ChEBI CHEBI:22154 YesY
ChEMBL CHEMBL1797271 N
RTECS number AB1000000
Jmol-3D images Image 1
Image 2
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; 200.1 °F; 366.5 K
Boiling point 279 °C; 534 °F; 552 K
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
NFPA 704.svg
1
2
1
Flash point 135 °C; 275 °F; 408 K
Autoignition temperature >450 °C
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Acenaphthene is a polycyclic aromatic hydrocarbon (PAH) consisting of naphthalene with an ethylene bridge connecting positions 1 and 8. It is a colourless solid. Coal tar consists of about 0.3% of this compound.[1]