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JEE Advanced levelSingle correct optionDifficulty 3 of 3ro092

An alkene of formula is treated with cold, dilute and the resulting diol is cleaved by to give only methanal and propanone. The alkene is

  1. Acyclobutane
  2. B2-methylpropene
  3. Cbut-2-ene
  4. Dbut-1-ene

Answer: B

The cleavage products reveal the diol, , with a end giving and a end giving propanone. The diol comes from syn dihydroxylation of , 2-methylpropene. But-1-ene would give methanal and propanal, and but-2-ene would give ethanal only.
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