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JEE Main levelSingle correct optionDifficulty 2 of 3ro099

2,2-Dimethyloxirane is treated with in ether and then with aqueous acid. The product is

  1. A2-methylpropane-1,2-diol
  2. B2-methylpropan-2-ol
  3. C2-methylpropan-1-ol
  4. D2-methylpropanal

Answer: B

With a strong nucleophile in basic medium, ring opening is and the nucleophile attacks the less hindered carbon. Hydride therefore adds to the carbon, leaving oxygen on the tertiary carbon. After protonation the product is , 2-methylpropan-2-ol.
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