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JEE Advanced levelSingle correct optionDifficulty 3 of 3hx091

reacts with propylene oxide (2-methyloxirane) at the less hindered ring carbon. After hydrolysis with , the product is

  1. Abutan-1-ol
  2. Bbutan-2-ol
  3. C2-methylpropan-1-ol
  4. Dpropan-2-ol

Answer: B

The nucleophile opens the epoxide in an SN2 fashion at the less substituted carbon. This gives , and hydrolysis gives , butan-2-ol. Attack at the more substituted carbon would have given 2-methylpropan-1-ol.
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