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Identify the compounds in the following.
C₆H₅COOH xrightarrowPCl₅ [A] xrightarrow+H₂, Pd/BaSO₄ [B] xrightarrowKCN (alc), distil [C]
$\text{C}_6\text{H}_5\text{COOH} \xrightarrow{\text{PCl}_5} [\text{A}] \xrightarrow{+\text{H}_2\text{, } \text{Pd/BaSO}_4} [\text{B}] \xrightarrow{\text{KCN (alc), distil}} [\text{C}]$
Answer
Answer
Equations: $\mathrm{C_{6}H_{5}COOH} + \mathrm{PCl_{5}} \longrightarrow \mathrm{C_{6}H_{5}COCl} + \mathrm{POCl_{3}} + \mathrm{HCl}$ $\mathrm{C_{6}H_{5}COCl} + \mathrm{H_{2}} \xrightarrow{\text{Rosenmund}\text{ }\text{reduction}\text{,}\text{ }\text{Pd}\text{/}\mathrm{BaSO_{4}}} \mathrm{C_{6}H_{5}CHO} + \mathrm{HCl}$ $2\mathrm{C_{6}H_{5}CHO} \xrightarrow{\text{benzoin}\text{ }\text{condensation}\text{,}\text{ }\text{alc.}\text{ }\text{KCN}} \mathrm{C_{6}H_{5}CH(OH)COC_{6}H_{5}}$
A - benzoyl chloride: C6H5COCl
B - benzaldehyde: C6H5CHO
C - benzoin: C6H5CH(OH)COC6H5
A = benzoyl chloride ($\mathrm{C_6H_5COCl}$)
B = benzaldehyde ($\mathrm{C_6H_5CHO}$), by Rosenmund reduction
C = benzoin ($\mathrm{C_6H_5CH(OH)COC_6H_5}$), by benzoin condensation