A new preparation of triphenylphosphinemethylenes by the reaction of carbenes with triphenylphosphine was written by Seyferth, Dietmar;Grim, Samuel O.;Read, Terence O.. And the article was included in Journal of the American Chemical Society in 1960.SDS of cas: 615-55-4 This article mentions the following:
Addition of HBr to the yellow solution of triphenylphosphinechloromethylene (I), prepared by adding 0.1 mole butyllithium in ether to 0.11 mole triphenylphosphine (II) and 0.13 mole methylene chloride in ether at -30°, precipitated a mixture of [Ph3PH]Br (IIa), and [Ph3PCH2Cl]Br (III); dissolution of this in H2O, caused a quant. decomposition of IIa to HBr and II. II was filtered off and aqueous Na tetraphenylborate added to the filtrate to precipitate [Ph3PCH2Cl][Ph4], m. 189-92°, and 65% I. When III was purified by recrystallization from iso-PrOH-Et2O in aqueous solution at comparable pH, the I was precipitated quant. and when phenyllithium was used as the base in the chlorocarbene generation, 40% was obtained. I was found to undergo the Wittig reaction and was used to synthesize 1-chloro-2-phenyl-1-propane from AcPh; chloromethylenecyclohexane from cyclohexanone; 1-chloro-2,4-dimethyl-1-pentene from Me iso-Bu ketone; 1-chloro-2-ethyl-1-butene from di-Et ketone, and 1,1-dibromo-2-phenyl-1-propene from AcPh. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4SDS of cas: 615-55-4).
3,4-Dibromoaniline (cas: 615-55-4) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.SDS of cas: 615-55-4
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary