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  4. The reaction sequence CH 3 CH 2 COOH xrightarrowSOCl2 A xrightarrow Pd/BaSO4B xrightarrowHOCH2CH2OHC 'C ' is most likely to be

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Q. The reaction sequence $CH _{3} CH _{2} COOH \xrightarrow{SOCl_2} A \xrightarrow {Pd/BaSO_4}B \xrightarrow{HOCH_2CH_2OH}C$
$'C$ ' is most likely to be

AMUAMU 2001

Solution:

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When propionic acid reacts with thionyl chloride $\left( SOCl _{2}\right)$, then - $OH$ group of carboxylic acid replaced by $- Cl$ group and propanoyl chloride $(A)$ is formed which reacts with $Pd / BaSO _{4}$ and compound $(B)$, ie, propanal is obtained (Rosenmund reaction). This compound $(B)$, ie, propanal reacts with ethylene glycol, gives a cyclic acetal compound