Carboxylic Acids and their Derivatives 2 Question 39
39. An ester $A\left(\mathrm{C}{4} \mathrm{H}{8} \mathrm{O}_{2}\right)$, on treatment with excess 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 the structures of $A$ and $B$. Show the reactions involved.
(1998)
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Solution:
39.
$$ \xrightarrow{\mathrm{NaOCl}} \mathrm{CH}{3} \mathrm{COOH}+\mathrm{CHCl}{3} $$