An achiral alkene A with the molecular formula C₈H₁₆ reacts with B₂H₆, then H₂O₂/⁻OH, to give a single alcohol B, C₈H₁₈O, that can be resolved into enantiomers. When alkene A is subjected to Hg(OAc)₂/H₂O, then NaBH₄, a single achiral alcohol C is obtained that has different properties from B but has the same formula. Reaction of A with O₃, then H₂O₂/H₂O, gives a ketone D (C₇H₁₄O) as one product. Catalytic hydrogenation of alkene A yields 3-ethyl-2-methylpentane. Deduce the structures of compounds A, B, C, and D, and be sure each structure is properly labeled.

Question

Quizplus · Accepted Answer

The Answer of An achiral alkene A with the molecular formula C₈H₁₆ reacts with B₂H₆, then H₂O₂/⁻OH, to give a single alcohol B, C₈H₁₈O, that can be resolved into enantiomers. When alkene A is subjected to Hg(OAc)₂/H₂O, then NaBH₄, a single achiral alcohol C is obtained that has different properties from B but has the same formula. Reaction of A with O₃, then H₂O₂/H₂O, gives a ketone D (C₇H₁₄O) as one product. Catalytic hydrogenation of alkene A yields 3-ethyl-2-methylpentane. Deduce the structures of compounds A, B, C, and D, and be sure each structure is properly labeled.

An Achiral Alkene a with the Molecular Formula C8H16 Reacts

An Achiral Alkene a with the Molecular Formula C₈H₁₆ Reacts