The structure of the major product formed in | vedclass

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Question

(B) The reaction involves a nucleophilic substitution of the $-CH_2Cl$ group with the $CN^-$ nucleophile from $NaCN$ in a polar aprotic solvent $(DMF)

Vedclass · Accepted Answer

$3-$iodophenylacetonitrile

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(B) The reaction involves a nucleophilic substitution of the $-CH_2Cl$ group with the $CN^-$ nucleophile from $NaCN$ in a polar aprotic solvent $(DMF)$.This reaction proceeds via the $S_N2$ mechanism.The $-CH_2Cl$ group is a primary alkyl halide,which is highly reactive towards $S_N2$ substitution.The $-I$ group attached to the benzene ring is an aryl halide,which is much less reactive towards nucleophilic substitution under these conditions.Therefore,the $CN^-$ nucleophile selectively attacks the $-CH_2Cl$ group to form the $-CH_2CN$ group,while the $-I$ group remains unaffected.The major product is $3$-iodophenylacetonitrile.

The structure of the major product formed in the following reaction is

Similar Questions

In the following reaction sequence, $X$ and $Z$, respectively, are:
$CH_{3}CH_{2}CH_{2}-OH + PCl_{5} \rightarrow CH_{3}CH_{2}CH_{2}Cl + X + HCl$
$CH_{3}CH_{2}CH_{2}Cl \xrightarrow{alc. KOH, \Delta} Y$
$Y \xrightarrow{HBr, (C_{6}H_{5}CO)_{2}O_{2}} Z$

Assertion : Alkylbenzene is not prepared by Friedel-Crafts alkylation of benzene.
Reason : Alkyl halides are less reactive than acyl halides.

Identify the product of the following reaction:

The end product of the given reaction is:

Which of the following undergoes hydrolysis most easily?

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