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.

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