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Which of the following is cleaved by ?

  1. Apropan-1-ol
  2. Bethoxyethane
  3. Cpropane-1,3-diol
  4. Dpropane-1,2-diol

Answer: D

Periodic acid cleaves compounds with OH groups on adjacent carbons through a cyclic periodate ester. Propane-1,3-diol has OH groups on non-adjacent carbons, propan-1-ol has a single OH and the ether has none, so these are not cleaved.
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