Which of the following reactions give benzylamine, C6H5CH2NH2, as the main organic product?

C6H5CH2Cl treated with potassium phthalimide, then hydrolysis with aqueous NaOH

C6H5CONH2 treated with Br2 + NaOH

JEE Main levelOne or more correct optionsDifficulty 2 of 3nc010

Which of the following reactions give benzylamine, $C X_{6} H X_{5} CH X_{2} NH X_{2}$ , as the main organic product?

A $C X_{6} H X_{5} CONH X_{2}$ treated with $LiAlH X_{4}$
B $C X_{6} H X_{5} CH X_{2} Cl$ treated with potassium phthalimide, then hydrolysis with aqueous $NaOH$
C $C X_{6} H X_{5} CONH X_{2}$ treated with $Br X_{2} + NaOH$
D $C X_{6} H X_{5} CN$ treated with $LiAlH X_{4}$

LiAlH X_{4}

reduces

C X_{6} H X_{5} CN

C X_{6} H X_{5} CH X_{2} NH X_{2}

and reduces

C X_{6} H X_{5} CONH X_{2}

to the amine with the same carbon count, again

C X_{6} H X_{5} CH X_{2} NH X_{2}

. Gabriel synthesis from benzyl chloride followed by hydrolysis also gives benzylamine.

Br X_{2} + NaOH

on benzamide removes one carbon and gives aniline

C X_{6} H X_{5} NH X_{2}

, not benzylamine.