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Multiple Choice
Predict the major organic product of the following reaction.
A
B
C
D
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1
Identify the type of reaction: The reaction involves an alkene and Br2, which is a typical halogenation reaction where the double bond will react with Br2 to form a vicinal dibromide.
Understand the mechanism: The reaction proceeds via a bromonium ion intermediate. The π electrons of the alkene attack one of the bromine atoms, forming a cyclic bromonium ion and releasing a bromide ion.
Consider stereochemistry: The bromonium ion is attacked by the bromide ion from the opposite side (anti-addition), leading to the formation of a vicinal dibromide with anti stereochemistry.
Determine the product: The product will be a dibromide where the two bromine atoms are added to the carbons of the former double bond in an anti fashion, resulting in a racemic mixture of enantiomers if the starting alkene is symmetrical.
Analyze the options: Based on the mechanism and stereochemistry, the correct product will be the one that shows anti addition of bromine across the double bond, resulting in either a meso compound or a pair of enantiomers, depending on the symmetry of the starting alkene.