Triphenylborane

It is a white crystalline solid and is both air and moisture sensitive, slowly forming benzene and triphenylboroxine.

[1] Even though triphenylborane and tris(pentafluorophenyl)borane are structurally similar, their Lewis acidity is not.

[3] It is typically made with boron trifluoride diethyl etherate and the Grignard reagent, phenylmagnesium bromide.

[5] Triphenylborane is made commercially by a process developed by Du Pont for use in its hydrocyanation of butadiene to adiponitrile, a nylon intermediate.

Du Pont produces triphenylborane by reacting sodium metal, a haloaromatic (chlorobenzene), and a secondary alkyl borate ester.