The correct reactivity order of the following | vedclass

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(A) Alkaline hydrolysis of benzyl chlorides proceeds via the $S_N1$ mechanism,where the rate depends on the stability of the intermediate benzylic car

Vedclass · Accepted Answer

$I > III > IV > II$

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(A) Alkaline hydrolysis of benzyl chlorides proceeds via the $S_N1$ mechanism,where the rate depends on the stability of the intermediate benzylic carbocation.Stability order of carbocations:$I$: $p-CH_3O-C_6H_4-CH_2^+$ (stabilized by $+M$ effect of $-OCH_3$ group).$III$: $p-CH_3-C_6H_4-CH_2^+$ (stabilized by $+I$ and hyperconjugation of $-CH_3$ group).$IV$: $m-CH_3-C_6H_4-CH_2^+$ (stabilized by $+I$ effect of $-CH_3$ group).$II$: $C_6H_5-CH_2^+$ (no substituent).Since $+M > +I$ and hyperconjugation,the order of stability is $I > III > IV > II$. Thus,the reactivity order is $I > III > IV > II$.

The correct reactivity order of the following compounds towards alkaline hydrolysis is:-
$I. \ p-CH_3O-C_6H_4-CH_2Cl$
$II. \ C_6H_5-CH_2Cl$
$III. \ p-CH_3-C_6H_4-CH_2Cl$
$IV. \ m-CH_3-C_6H_4-CH_2Cl$

Similar Questions

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Which is the correct reaction coordinate diagram for the following solvolysis reaction?

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What is $A$ in the following reaction?
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The correct reactivity order of the following compounds towards alkaline hydrolysis is:-$I. \ p-CH_3O-C_6H_4-CH_2Cl$$II. \ C_6H_5-CH_2Cl$$III. \ p-CH_3-C_6H_4-CH_2Cl$$IV. \ m-CH_3-C_6H_4-CH_2Cl$