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Multiple Choice
Which of the following reactions is used to convert an alkene into an alcohol?
A
Ozonolysis
B
Halogenation
C
Hydroboration-oxidation
D
Dehydration
Verified step by step guidance
1
Identify the functional group transformation: We need to convert an alkene (C=C) into an alcohol (C-OH).
Understand the mechanism of hydroboration-oxidation: This reaction involves two main steps. First, the alkene undergoes hydroboration, where borane (BH3) adds across the double bond.
Explain the regioselectivity: In hydroboration, the boron atom attaches to the less substituted carbon of the alkene, following anti-Markovnikov addition.
Describe the oxidation step: The organoborane intermediate is then oxidized using hydrogen peroxide (H2O2) in a basic solution (usually NaOH), converting the C-B bond into a C-OH bond, forming the alcohol.
Summarize the overall transformation: The hydroboration-oxidation process effectively converts an alkene into an alcohol with anti-Markovnikov selectivity, without rearrangement of the carbon skeleton.