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JEE Advanced levelOne or more correct optionsDifficulty 3 of 3ro202

Which of the following statements about glycol cleavage by are correct?

  1. AA cyclic periodate ester is an intermediate.
  2. Bcis-Cyclopentane-1,2-diol is cleaved faster than the trans isomer.
  3. C1,3-Diols are cleaved as readily as 1,2-diols.
  4. DIodine is reduced from the +7 to the +5 oxidation state.

Answer: A, B, D

The cyclic ester can form readily when the two OH groups are close, as in the cis cyclic diol, and the trans isomer reacts much more slowly. Periodate (I in +7) is reduced to iodate (I in +5). 1,3-Diols cannot form the five-membered cyclic ester and are essentially not cleaved.
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