9739. Triphenylcarbinol

Nomenclature

CAS number: 76-84-6
α,α-Diphenylbenzenemethanol; hydroxytriphenylmethane; triphenylmethanol; tritanol.
C19H16O; mol wt 260.33.
C 87.66%, H 6.19%, O 6.15%.

Description and references

Prepd by the action of phenylmagnesium bromide on benzophenone: Acree, Ber. 37, 2755 (1904); Peters et al., J. Am. Chem. Soc. 47, 452 (1925); Dubsky, Jacot-Guillarmod, Helv. Chim. Acta 53, 1965 (1970); by the action of potassium permanganate on triphenylfluoro- or triphenylchloromethane: Blicke, J. Am. Chem. Soc. 46, 1518 (1924). Convenient lab prepn from methyl benzoate and phenylmagnesium bromide: L. F. Fieser, Experiments in Organic Chemistry (Boston, 3rd ed., 1955) p 77. Absorption spectrum in alc: Orndorff et al., J. Am. Chem. Soc. 49, 1543 (1927)

Chemical structure

Properties

Trigonal crystals from benzene; d40 1.199; mp 164.2°. Distills between 360 and 380° without decompn. Insol in water, petr ether. Easily sol in alc, ether, benzene. Sol in concd H2SO4 with an intensely yellow color, in glacial acetic acid without color.