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MHT CET · Chemistry · Alcohols Phenols and Ethers

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

  1. A \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOC}_{2} \mathrm{H}_{5}\)
  2. B \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOC}_{6} \mathrm{H}_{5}\)
  3. C \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOCH}_{3}\)
  4. D \(\text{p}- \text{H} _3 \text{CO} - \text{C} _6 \text{H} _4- \text{COCH} _3\)
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Correct Answer

(A) \(\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOC}_{2} \mathrm{H}_{5}\)

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