A carbonyl compound P, which gives positive iodoform test, undergoes reaction with MeMgBr…
Chemistry · JEE Advanced · NTA Exams — Aldehydes and Ketones
A carbonyl compound P, which gives positive iodoform test, undergoes reaction with MeMgBr followed by dehydration to give an olefin Q. Ozonolysis of Q leads to a dicarbonyl compound R, which undergoes intramolecular aldol reaction to give predominantly S.
\(\mathrm{P} \xrightarrow[\substack{2 \cdot \mathrm{H}^{+} \cdot \mathrm{H}_{2} \mathrm{O} \\ 3 \cdot \mathrm{H}_{2} \mathrm{SO}_{4}^{2} / \text { heat }}]{1 . \mathrm{MgBr}} \mathrm{Q} \xrightarrow{\mathrm{O}_{3} / \mathrm{Zn}-\mathrm{H}_{2} \mathrm{O}} \mathrm{R} \xrightarrow[\text { heat }]{\mathrm{OH}^{-}} \mathrm{S}\)
The structures of the products Q and R, respectively, are \(\mathrm{P} \xrightarrow[\substack{2 \cdot \mathrm{H}^{+} \cdot \mathrm{H}_{2} \mathrm{O} \\ 3 \cdot \mathrm{H}_{2} \mathrm{SO}_{4}^{2} / \text { heat }}]{1 . \mathrm{MgBr}} \mathrm{Q} \xrightarrow{\mathrm{O}_{3} / \mathrm{Zn}-\mathrm{H}_{2} \mathrm{O}} \mathrm{R} \xrightarrow[\text { heat }]{\mathrm{OH}^{-}} \mathrm{S}\)
(2010)
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Answer
(A)
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