3328. Diphenylmethane

Nomenclature

CAS number: 101-81-5
1,1′-Methylenebisbenzene; benzylbenzene; ditan.
C13H12; mol wt 168.23.
C 92.81%, H 7.19%.

Description and references

Prepd from methylene chloride and benzene with aluminum chloride as catalyst: Friedel, Crafts, Bull. Soc. Chim. [2] 41, 324 (1884); from benzyl chloride and benzene: Hartman, Phillips, Org. Synth. 14, 34 (1934); L. F. Fieser, Experiments in Organic Chemistry (Boston, 3rd ed., 1955) p 157. Absorption spectrum in hexane: Castille, Bull. Soc. Chim. Belg. 36, 296; Chem. Zentralbl. 1927, I, 1126; in alcohol: Ondorff, J. Am. Chem. Soc. 49, 1541 (1927)

Chemical structure

Properties

Orthorhombic needles. Odor of oranges. d410 1.3421 (solid). mp 25.9°. d426 1.0008 (liq). bp760 264.5°; bp400 237.5°; bp200 210.7°; bp100 186.3°; bp60 170.2°; bp40 157.8°; bp20 139.8°; bp10 122.8°; bp5 107.4°; bp1.0 76.0°. nD20 1.57683. Freely sol in alcohol, ether, chloroform, hexane, benzene. Insol in liquid ammonia.