Allylic Vs Vinylic Carbocation. Compounds related to the vinyl cation include allylic carbocations and benzylic carbocations as well as aryl carbocations. Both carbons involved in this bond are vinylic carbons. N1 reactions of allylic halides allylic halides and sulfonates are more reactive toward than simple alkyl halides toward nucleophilic substitution by the s n1 mechanism cc hc h h ch 3 ch 3 cc hc h h cl ch 3 ch 3 h h cc hc h h oh ch 3 ch 3 cc cch 3 ch 3 h oh h h cc cch 3 ch 3 h cl h h resonance stabilized carbocation intermediate over 100x.
N1 reactions of allylic halides allylic halides and sulfonates are more reactive toward than simple alkyl halides toward nucleophilic substitution by the s n1 mechanism cc hc h h ch 3 ch 3 cc hc h h cl ch 3 ch 3 h h cc hc h h oh ch 3 ch 3 cc cch 3 ch 3 h oh h h cc cch 3 ch 3 h cl h h resonance stabilized carbocation intermediate over 100x. An allylic carbocation in which an allylic carbon bears the positive charge.
Allyl form a stable carbocation because of the electron delocalization.
N1 reactions of allylic halides allylic halides and sulfonates are more reactive toward than simple alkyl halides toward nucleophilic substitution by the s n1 mechanism cc hc h h ch 3 ch 3 cc hc h h cl ch 3 ch 3 h h cc hc h h oh ch 3 ch 3 cc cch 3 ch 3 h oh h h cc cch 3 ch 3 h cl h h resonance stabilized carbocation intermediate over 100x. As expected from its sp hybridization the vinyl cation prefers a linear geometry. Do not confuse an allylic group with a vinyl group. It is sp 2 hybridized.
