Select the correct conversion(s) from the following.

A $CH X_{3} CH X_{2} CONH X_{2}$ with $Br X_{2} / KOH$ gives $CH X_{3} CH X_{2} NH X_{2}$
B $C X_{6} H X_{5} CH X_{2} CN$ with $LiAlH X_{4}$ gives $C X_{6} H X_{5} CH X_{2} NH X_{2}$
C $C X_{6} H X_{5} CONH X_{2}$ with $Br X_{2} / KOH$ gives $C X_{6} H X_{5} NH X_{2}$
D $CH X_{3} CH X_{2} CN$ with $LiAlH X_{4}$ gives $CH X_{3} CH X_{2} CH X_{2} NH X_{2}$

Answer: A, C, D

Hofmann bromamide degradation shortens the chain by one carbon, so the first two are correct.

LiAlH X_{4}

reduces

- CN

- CH X_{2} NH X_{2}

without any change of the carbon count, so propanenitrile gives propan-1-amine. Phenylacetonitrile would give 2-phenylethanamine,

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