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JEE Main levelOne or more correct optionsDifficulty 2 of 3bm241

The reference sugar shown undergoes mutarotation in water. Which of Structures A to D can also undergo mutarotation?

  1. AStructure A
  2. BStructure B
  3. CStructure C
  4. DStructure D

Answer: B, D

Mutarotation needs a free hemiacetal carbon (ring O and OH on the same carbon) so that the ring can open and close to give either anomer. Structure B (beta-D-fructofuranose, with a hemiketal C-2) and D (alpha-D-galactopyranose) have this. A is a methyl glycoside (acetal) and C is glucitol, with no carbonyl or hemiacetal, so neither mutarotates.
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