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Question: Answered & Verified by Expert
An ester $(A)$ with molecular formula $\mathrm{C}_{9} \mathrm{H}_{10} \mathrm{O}_{2}$ was treated with excess of $\mathrm{CH}_{3} \mathrm{MgBr}$ and the complex so formed was treated with $\mathrm{H}_{2} \mathrm{SO}_{4}$ to give an olefin $(B)$. Ozonolysis of $(B)$ gave $a$ ketone with molecular formula $\mathrm{C}_{8} \mathrm{H}_{8} \mathrm{O}$ which shows positive iodoform test. The structure of $(A)$ is
ChemistryAlcohols Phenols and EthersMHT CETMHT CET 2008
Options:
  • A $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOC}_{2} \mathrm{H}_{5}$
  • B $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOC}_{6} \mathrm{H}_{5}$
  • C $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOCH}_{3}$
  • D
Solution:
2785 Upvotes Verified Answer
The correct answer is: $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOC}_{2} \mathrm{H}_{5}$

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