When cyclohexene is subjected to mercuration in methanol and the resulting mixture is reduced with sodium borohydride, the major organic product is ________.
A) a meso ether
B) a 1:1 mixture of enantiomeric ethers
C) a meso diol
D) a 1:1 mixture of enantiomeric diols
E) methoxycyclohexane

Question

Quizplus · Accepted Answer

The reaction described is an oxymercuration-demercuration reaction, which converts alkenes into ethers when methanol is used as the solvent. The product of cyclohexene undergoing this reaction in methanol, followed by reduction with sodium borohydride, is methoxycyclohexane. This process adds a methoxy group (-OCH3) across the double bond without forming chiral centers, leading to a single product rather than a mixture of enantiomers or a meso compound.

When Cyclohexene Is Subjected to Mercuration in Methanol and the Resulting