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Characteristics of Equilibrium Constant

An organic co...

Question

An organic compound $A$ has the molecular formula $C_{7} H_{6} O$ . When $A$ is treated with $N a O H$ followed by acid hydrolysis, it gives two products $B$ and $C$ . When $B$ is oxidized, it gives $A$ , when $A$ and $C$ are each treated separately with $P {C l}_{5}$ , they give two different products $D$ and $E$ .
(i) Identify $A$ , $B$ , $C$ , $D$ and $E$ .
(ii) Give the chemical reaction when $A$ is treated with $N a O H$ and name the reaction.

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Solution

$C_{7} H_{6} O \to$ Molecular formula
$A \to$ Benzaldehyde $(C_{6} H_{5} C H O)$
$(A) 2 C_{6} H_{5} C H O + N a O H ⟶ (B) C_{6} H_{5} C H_{2} O H b e n z y l a l c o h o l + (C) C_{6} H_{5} C O O H B e n z o i c a c i d$
$B \to$ Benzyl chloride $(C_{6} H_{5} C H_{2} O H)$
$C \to C_{6} H_{5} C O O H$ (Benzoic acid)
(1) $A + P {C l}_{5} \to D + E$ (2) $C + P {C l}_{5} \to D + E$
(i) $A \to$ Benzaldehyde
$B \to$ Benzyl alcohol
$C \to$ Benzoic acid
$D \to$ Benzoyl chloride
$E \to$ Phosphoryl chloride
(ii) Cannizzaro Reaction :
$2 C_{6} H_{5} C H O B e n z a l d e h y d e + N a O H \to C_{6} H_{5} C H_{2} O H B e n z y l A l c o h o l + C_{6} H_{5} C O O N S o d i u m b e n z o a t e$

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