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JEE Advanced levelSingle correct optionDifficulty 3 of 3ro199

4-Methoxybutane-1,2,3-triol, , is treated with excess . The correct statement is:

  1. A2 mol HIO4 are consumed, giving only methanal and methoxyacetic acid
  2. B2 mol HIO4 are consumed, giving methanal, methanoic acid and methoxyethanal ()
  3. C3 mol HIO4 are consumed, giving 2 methanal, 1 methanoic acid and methanol
  4. D1 mol HIO4 is consumed because the ether oxygen blocks cleavage

Answer: B

Only the three adjacent carbons bearing OH (C1, C2, C3) have vicinal oxygen functions, so two C-C bonds are cleaved using 2 mol HIO4. C1 gives HCHO, C2 gives HCOOH and C3 together with C4 gives . The ether C-O bond is not attacked and C3-C4 is not cleaved because C4 carries no OH.
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