1100. Benzopinacol

Nomenclature

CAS number: 464-72-2
1,1,2,2-Tetraphenyl-1,2-ethanediol; benzpinacone; tetraphenylethylene glycol.
C26H22O2; mol wt 366.45.
C 85.22%, H 6.05%, O 8.73%.

Description and references

Prepd by photochemical reduction of benzophenone: Bachmann, Org. Synth. coll. vol. II, 71 (1943); L. F. Fieser, Organic Experiments (D. C. Heath & Co., Boston, 1964) p 203. By the action of phenylmagnesium bromide on benzil: Acree, Ber. 37, 2761 (1904).

Chemical structure

Properties

Monoclinic prisms, may contain 1 mol C6H6 when crystallized from benzene. mp 197° (open capillary, rapid heating); mp 222° (copper block). On heating to mp it dec to benzophenone and benzohydrol. Soluble in 11.5 parts boiling glacial acetic acid; in 26 parts boiling benzene; in 39 parts boiling 95% alcohol. Freely sol in ether, carbon bisulfide, chloroform.