Asked by Mr. and Mrs. Allen on Apr 26, 2024
Verified
What synthetic goal is achieved by subjecting an alkene to an oxymercuration-demercuration sequence?
A) Markovnikov addition of H2O wherein skeletal rearrangement is promoted
B) Markovnikov addition of H2O wherein skeletal rearrangement is prevented
C) anti-Markovnikov addition of H2O wherein skeletal rearrangement is promoted
D) anti-Markovnikov addition of H2O wherein skeletal rearrangement is prevented
E) syn-hydroxylation
Oxymercuration-demercuration
A two-step organic reaction process used to convert alkenes into alcohols, involving the addition of mercury (II) acetate followed by reduction.
Skeletal Rearrangement
A molecular process in which a molecule's skeletal structure undergoes a reorganization, changing its connectivity without altering the formula.
- Anticipate the effects of artificial modifications on alkenes.
Verified Answer
NS
Nadia SanchezMay 02, 2024
Final Answer :
B
Explanation :
The oxymercuration-demercuration sequence achieves Markovnikov addition of water (H2O) across the double bond of an alkene, while preventing skeletal rearrangements. This allows for the addition of a hydroxyl group to the more substituted carbon in a regioselective manner.
Learning Objectives
- Anticipate the effects of artificial modifications on alkenes.
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