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Benzylamine may be alkylated, as shown in the following equation:

C_{6}H_{5}CH_{2}NH_{2} + R-X \rightarrow C_{6}H_{5}CH_{2}NHR

Which of the following alkyl halides is best suited for this reaction through S_{N}1 mechanism?

(i) CH_{3}Br

(ii) C_{6}H_{5}Br

(iii) C_{6}H_{5}CH_{2}Br

(iv) C_{2}H_{5}Br

Answers (1)

Option (iii) is the correct answer.

Explanation: S_{N}1 is a two-step reaction. At first, R-X bond is broken, which produces carbocation. Then nucleophile attacks the carbocation. The more the stability of carbocation, the more will be the rate of reaction. Benzylic halides are highly reactive towards S_{N}1 reactions.

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