When ‑methyl‑‑butanol () is oxidised with pyridinium chlorochromate (PCC), what is the major product? Provide its common name and its IUPAC name.
Answer
2‑Methylbutanal – 2‑methylbutanal
The correct answer is 2‑Methylbutanal – 2‑methylbutanal — Conclusion: The major product is 2‑methylbutanal.
Step-by-step solution
- 1. Identify the functional group: ‑methyl‑‑butanol is a primary alcohol. 2. PCC is a mild oxidising agent that converts primary alcohols to aldehydes. 3. Therefore the alcohol is oxidised to the corresponding aldehyde. 4. The structure of the aldehyde is . 5. Common name: 2‑methylbutanal. 6. IUPAC name: 2‑methylbutanal (same as common).
- Conclusion: The major product is 2‑methylbutanal.
Common mistake: Assuming complete oxidation to carboxylic acid or retaining the alcohol
Concept tested: Oxidation of primary alcohols with PCC
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