Carboxylic Acids and their Derivatives 2 Question 53
53. An ester $A\left(\mathrm{C}{4} \mathrm{H}{8} \mathrm{O}_{2}\right)$ on treatment with excess of methyl magnesium chloride followed by acidification, gives an alcohol $B$ as the sole organic product. Alcohol $B$, on oxidation with $\mathrm{NaOCl}$ followed by acidification, gives acetic acid. Deduce structures of $A$ and $B$. Show the reactions involved.
(1998)
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Solution:
$B+\mathrm{NaOCl} \longrightarrow \mathrm{CHCl}{3}+\mathrm{CH}{3} \mathrm{COOH}$
