Chlorodiphenylphosphine

Chemical properties

Colorless to light yellow liqui

The Uses of Chlorodiphenylphosphine

Chlorodiphenylphosphine is used to introduce the diphenylphosphinyl moiety by aryl ortho-lithiation. It is also used as an intermediate to make antioxidants, flame retardants, stabilizers, catalysts, photoinitiators, and optical brighteners. Used as a halogenation reagent for the conversion of alcohols into halides, in the preparation of solid-phase reagent for the conversion of alcohols to alkyl halides.

Production Methods

The specific synthesis steps of Chlorodiphenylphosphine are as follows: In a sealed NMR tube filled with argon,Dissolve Ph2P (O) H (0.05 mmol) in 0.5 mL of tetrahydrofuran,Add acetyl chloride (the amount of acetyl chloride added is 1.2 times the equivalent of Ph2P (O) H),The mixture was reacted at 100 ° C for 12 hours with a yield of 99%.

Synthesis Reference(s)

Journal of the American Chemical Society, 77, p. 3526, 1955 DOI: 10.1021/ja01618a030

Flammability and Explosibility

Non flammable

Purification Methods

This air-sensitive, pale yellow lachrymatory liquid is purified by careful fractional distillation and discarding the lower boiling fraction which contains the main impurity PhPCl2 (b 48-51o/0.7mm), and checking for impurities by NMR. [Weinberg J Org Chem 40 3586 1975, Honer et al. Chem Ber 94 2122 1961, Beilstein 16 IV 969.]