Propanal () is reduced using Sodium borodeuteride () followed by hydrolysis with water (). What is the structure of the final alcohol?

Question

Propanal ($CH_3CH_2CHO$) is reduced using Sodium borodeuteride ($NaBD_4$) followed by hydrolysis with water ($H_2O$). What is the structure of the final alcohol?

Prashant Kotian · Accepted Answer

Correct answer: B. The reducing agent provides a nucleophilic deuteride ion () which attacks the carbonyl carbon. The subsequent aqueous workup provides a proton () to the oxygen. Thus, the product is 1-deuteropropan-1-ol ().

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