What is the major product when acetophenone (C6H5COCH3) is reduced with NaBH4 in ethanol?
Answer
1‑phenyl‑2‑propanol
The correct answer is 1‑phenyl‑2‑propanol — Step 5: Hence the major product is 1‑phenyl‑2‑propanol.
Step-by-step solution
- Step 1: Recognise that NaBH4 is a hydride donor that reduces carbonyl groups to alcohols.
- Step 2: Identify the functional group in acetophenone – a ketone with one phenyl and one methyl group attached to the carbonyl carbon.
- Step 3: The reduction adds a hydrogen atom to the carbonyl carbon and converts the C=O bond to C–OH.
- Step 4: The product is a secondary alcohol bearing a phenyl and a methyl group on the same carbon: C6H5CH(OH)CH3.
- Step 5: Hence the major product is 1‑phenyl‑2‑propanol.
Common mistake: Confusing the product with 1‑phenylethanol or an aldehyde reduction
Concept tested: Reduction of ketones to secondary alcohols
Published · How this solution was prepared and checked
← All Aldehydes Ketones and Carboxylic Acids questions