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JEE Main levelSingle correct optionDifficulty 2 of 3o1075

The cyclic acetal formed from cyclohexanone and ethylene glycol is stable towards which of the following?

  1. Adilute aqueous , warm
  2. Baqueous HCl, warm
  3. Caqueous NaOH, warm
  4. D at room temperature, long standing

Answer: C

Acetals are ethers and are inert to bases and nucleophiles, but hydrolyse readily in aqueous acid through the oxocarbenium ion. Hence only the basic medium leaves the protecting group intact.
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