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Preparation of Alcohols from Carbonyl Compounds

An organic co...

Question

An organic compound $A$ ( $C_{7} H_{5} O C l$ ) on reaction with $H_{2} / P d$ with $B a S O_{4}$ gives $B$ and $B$ undergoes disproportionation with $N a O H$ to give $C$ and $D$ . $B$ on reaction with $C H_{3} M g B r / H_{3} O^{+}$ gives $E$ . Identify the compounds and write their names.

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Solution

$H_{2} / P d$ and ${B a S O}_{4}$ are used is reduction of acyl chloride to produce aldehyde. This reaction is known as rosenmund reduction.
Benzaldehyde to treatment with $N a O H$ undergoes disproportion to produce one molecule of Alcohol (Benzyl alcohol) and one molecule of Benzoic acid.
Benzaldehyde on treatment with ${C H}_{3} M g B i / H_{3} O^{+}$ gives alcohol.
$B =$ Benzaldehyde
$A =$ Benzoyl chloride
$C =$ Benzyl alcohol
$D =$ Benzoic acid.

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