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Question

Nucleophilic substitution and elimination reactions of alkyl halides oftenly compete each other, elimination reactions are favoured under which condition.


A

By carrying out the reaction at high temperature

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B

By using sterically hindered nucleophile

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C

By using strong but slightly polarizable base

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D

All the above three

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Solution

The correct option is D

All the above three


(a) Elimination reactions have higher free energies of activation than substitution reactions because they involve a greater change in bonding, i.e., more number of bonds are broken and formed than in substitution reactions, Now the increase in temperature although increases the number of molecules crossing the barrier in both reactions, the proportion of such molecules is significantly higher in elimination reaction leading to increased rate of elimination reaction.
(b) The sterically hindered nucleophile will inhibit the formation of transition state leading to substitution reaction, hence the alkyl halide will mainly undergo elimination reaction.
(c) Use of strong and slightly polarizable base, e.g. NH2 ion favours elimination reaction.


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