Allene Vinyl Halide

Generally vinylic halides are unreactive in solution.

Allene vinyl halide.

However the experimental procedure can be modified so that this synthesis can be carried out using a wide range of alkyl aryl vinyl benzyl and allyl halides. The telomerization of allene with allyl and diallylamines yields secondary and tertiary alkadienylamines with up to 85 selectivity. Aryl or vinylpalladium halide addition to an allene also produces an η 3 allylpalladium halide suitable for amination. The reaction of allene with a lower order silylcuprate 3 leads to an allylsilane vinylcopper intermediate 4 which undergoes palladium catalyzed cross coupling reaction with both vinyl and aryl halides.

Silver nitrate does not precipitate silver halides in the presence of vinyl halides and this fact was historically used to dispute the existence of the vinyl cation species. A detailed discussion of these modifications is beyond the scope of this course but you. Consistent with s n 1 chemistry these reactions follow first order kinetics. For this reason alkenyl halides with the formula rch chx are sometimes called vinyl halides.

The term vinyl is often used to describe any alkenyl group. In organic chemistry a vinyl halide is a compound with the formula ch 2 chx x halide. Vinyl cations have been observed as reactive intermediates during solvolysis reactions. The name is derived from the latin word for garlic allium sativum.