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JEE Advanced levelSingle correct optionDifficulty 3 of 3ro197

A diol consumes exactly one mole of per mole and gives a single organic product, which gives a positive iodoform test and does not reduce Tollens reagent. The diol is

  1. Ahexane-1,2-diol
  2. Bhexane-3,4-diol
  3. C2,3-dimethylbutane-2,3-diol
  4. Dhexane-2,3-diol

Answer: C

Hexane-3,4-diol gives propanal (Tollens positive, iodoform negative), hexane-2,3-diol gives two products (ethanal and butanal) and hexane-1,2-diol gives pentanal and methanal. Pinacol gives only propanone, which has a CH3CO group (iodoform positive) and does not reduce Tollens reagent.
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