Bromomethylenetriphenylphosphorane

[39598-55-5] C19H16BrP (MW 355.21) InChI = 1S/C19H16BrP/c20-16-21(17-10-4-1-5-11-17,18-12-6-2-7-13-18)19-14-8-3-9-15-19/h1-16H InChIKey = MBACRSMFXCXEJV-UHFFFAOYSA-N (Wittig reagent for the formation of 1-bromoalkenes from aldehydes and ketones; terminal alkynes are formed by elimination of HBr) Solubility: sol THF and ether; reacts with water and other acidic protons. Preparative Method: by using strong base to deprotonate the salt bromomethyltriphenylphosphonium bromide, which is available commercially or synthetically.2 Handling, Storage, and Precautions: the ylide is generally prepared in situ and used immediately, but can be stored under nitrogen for short periods. The ylide will decompose upon exposure to air or water.