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Question:

In the hydroboration-oxidation reaction of propene with diborane, H2O2 and NaOH, the organic compound formed is:

CH3CH2OH

CH3CH2CH2OH

CH3CH(OH)CH3

(CH3)3COH

Solution:

The hydroboration-oxidation reaction is shown in the above reaction that converts an alkene into neutral alcohol by the net addition of water across the double bond. The hydrogen and hydroxyl groups are added in a syn addition leading to cis stereochemistry. Hydroboration-oxidation is an anti-Markovnikov reaction, with the hydroxyl group attaching to the less-substituted carbon. In the hydroboration-oxidation reaction of propene, the organic compound formed is CH3CH2CH2OH.