1‑Phenylethanol () is oxidised with pyridinium chlorochromate (PCC). Identify the major product and provide its common and IUPAC names.
Answer
Acetophenone – 1‑phenylethanone
The correct answer is Acetophenone – 1‑phenylethanone — Step 5: Verify that no over‑oxidation occurs because PCC is a mild oxidant.
Step-by-step solution
- Step 1: PCC oxidises primary and secondary alcohols to aldehydes and ketones respectively.
- Step 2: 1‑Phenylethanol is a secondary alcohol; PCC will oxidise it to a ketone.
- Step 3: The ketone obtained is , which is acetophenone.
- Step 4: The common name is acetophenone; the IUPAC name is 1‑phenylethanone.
- Step 5: Verify that no over‑oxidation occurs because PCC is a mild oxidant.
Common mistake: Confusing the product with an aldehyde
Concept tested: Oxidation of secondary alcohols – PCC
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