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Multiple Choice
Indentify the mechanism of reaction and predict the product.
A
No Reaction
B
C
D
Verified step by step guidance
1
Identify the reaction type: The reaction involves the addition of BH3 followed by H2O2 and NaOH, which is a hydroboration-oxidation reaction.
Understand the regioselectivity: Hydroboration-oxidation adds an OH group to the less substituted carbon of the double bond, following anti-Markovnikov's rule.
Consider the stereochemistry: The addition of BH3 occurs syn, meaning that both the hydrogen and the boron add to the same side of the double bond. This stereochemistry is retained during the oxidation step.
Analyze the starting material: The starting material is a cyclopentene with a deuterium (D) atom. The double bond is between the carbon with the deuterium and the adjacent carbon.
Predict the product: The OH group will add to the less substituted carbon, which is the carbon without the deuterium. The stereochemistry will be syn, resulting in two possible enantiomers due to the chiral center created at the carbon with the OH group.