Title: 1,2-Benzanthracene
CAS Registry Number: 56-55-3
CAS Name: Benz[a]anthracene
Additional Names: 2,3-benzphenanthrene; tetraphene; benzanthrene; naphthanthracene
Molecular Formula: C18H12
Molecular Weight: 228.29
Percent Composition: C 94.70%, H 5.30%
Literature References: Occurs in coal tar, q.v.: Cook et al., J. Chem. Soc. 1933, 395. Synthesis from naphthalene and phthalic anhydride: Elbs, Ber. 19, 2209 (1886). From o-toluylnaphthalene: Fieser, Dietz, Ber. 62, 1827 (1929). From phenanthrene and succinic anhydride: Haworth, Mavin, J. Chem. Soc. 1933, 1012. Absorption spectrum: Capper, Marsh, J. Chem. Soc. 1926, 726; Clar, Ber. 65, 507 (1932); Mayneord, Roe, Proc. Roy. Soc. London A152, 299 (1935). Review: E. Clar, Polycyclic Hydrocarbons Vol. 1 & 2 (Academic Press, New York, 1964). Review of toxicology and human exposure: Toxicological Profile for Polycyclic Aromatic Hydrocarbons (PB95-264370, 1995) 487 pp.
Properties: Plates from glacial acetic acid or alc. Greenish-yellow fluorescence. Sublimes. mp 155-157° (Fieser, Dietz); mp 160° [Fieser, Hershberg, J. Am. Chem. Soc. 59, 2502 (1937)]; mp 167° (I. G. Farbenind., DE 481819; DE 486766). Difficultly sol in boiling alc; sol in most other organic solvents. Insol in water.
Melting point: mp 155-157° (Fieser, Dietz); mp 160° [Fieser, Hershberg, J. Am. Chem. Soc. 59, 2502 (1937)]; mp 167° (I. G. Farbenind., DE 481819; DE 486766)
CAUTION: This substance is reasonably anticipated to be a human carcinogen: Report on Carcinogens, Eleventh Edition (PB2005-104914, 2004) p III-220. |