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JEE Advanced2008ChemistryAlcohols Phenols and EthersActual

Paragraph: A tertiary alcohol H upon acid catalysed dehydration gives a product I . Ozonolysis of I leads to compounds J and K . Compound J upon reaction with KOH gives benzyl alcohol and a compound L , where K on reaction with KOH gives only M . Question: The structures of compounds J, K and L , respectively, are

Options

  1. APhCOCH ₃, PhCH ₂ COCH ₃ and PhCH ₂ COO ⁻ K ⁺
  2. BPhCHO , PhCH ₂ CHO and PhCH ₂ COO ⁻ K ⁺
  3. CPhCOCH ₃, PhCH ₂ CHO and CH ₃ COO ⁻ K ⁺
  4. DPhCHO , PhCOCH ₃ and PhCOO ⁻ K ⁺

Correct answer

D. PhCHO , PhCOCH ₃ and PhCOO ⁻ K ⁺

Step-by-step solution

J= PhCH = O K= PhCOCH ₃ L= PhCOO ⁻ K ⁺

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