Engineering
Chemistry
Nucleophilic Substitution
Question

Which of alkyl halides exhibits complete racemisation in SN1 reaction ?

(CH)3CCl

CH3CH2CH2Cl

CH3CH2Cl

C6H5CH2Cl

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Solution

All the molecules undergoing SN1 reaction shows racemisation as there is formation of 2 types of product in equal amount. Out of all these 4 alkyl halides , C6H5CH2Cl i.e benzylic chloride has the strongest tendency to undergo SN1 here thus leading to formation of racemic mixture as it contains benzylic carbocation which is most stable.

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