Haloalkanes and HaloareneshardMCQ MULTIPLE

N-Bromosuccinimide (NBS) is the standard reagent for allylic and benzylic bromination. Which of the Haloalkanes and Haloarenes Chemistry Question

Question

N-Bromosuccinimide (NBS) is the standard reagent for allylic and benzylic bromination. Which of the following mechanistic statements correctly explain why NBS strictly favours substitution over electrophilic addition to the alkene double bond?

Answer: A,B

💡 Solution & Explanation

A) True. The mechanism relies on traces of $HBr$ reacting with NBS ($NBS + HBr \rightarrow Succinimide + Br_2$) to supply a tiny but constant stream of $Br_2$. B) True. Electrophilic addition across a double bond requires a relatively high localized concentration of $Br_2$ to form the bridged bromonium ion. At very low $Br_2$ concentrations, the allylic radical easily abstracts a $Br$ atom from $Br_2$, keeping the chain reaction viable and suppressing addition. C) False. The reaction is entirely a free-radical process initiated by light or peroxides, not electrophilic. D) False. Succinimide is merely a byproduct and plays no active protective role.

💬
Still have doubts about this question?
Send it to our AI chemistry tutor on WhatsApp — gets answered in minutes
Ask on WhatsApp →

Practice 22,000+ questions like this

AI-adaptive practice, video lectures, and full NEET Chemistry content — all in one place.

JEE Advanced · JEE Mains · NEET · IChO · AP Chemistry