The reaction between 4-methyl-1-pentanol and PBr₃ to yield 1-bromo-4-methylpentane is probably: A)an S_N1-type reaction involving the protonated alkyl dibomophosphite of the alcohol as the substrate. B)an S_N2-type reaction involving the protonated alkyl dibomophosphite of the alcohol as the substrate. C)an E1-type reaction involving the protonated alkyl dibomophosphite of the alcohol as the substrate. D)an E2-type reaction involving the protonated alkyl dibomophosphite of the alcohol as the substrate. E)an epoxidation reaction.

Question

Quizplus · Accepted Answer

The reaction between an alcohol and PBr3 (phosphorus tribromide) typically proceeds via an SN2 mechanism, where the alcohol is first converted to an alkyl dibromophosphite intermediate before substitution occurs to form the alkyl bromide.

The Reaction Between 4-Methyl-1-Pentanol and PBr3 to Yield 1-Bromo-4-Methylpentane Is

The Reaction Between 4-Methyl-1-Pentanol and PBr₃ to Yield 1-Bromo-4-Methylpentane Is