Q10 · CSIR NET Chemistry, June 2012
Paper: CSIR NET June 2012 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Named Reactions · Marks: 2 · Difficulty: Medium
The major product formed in the following reaction is: 
1. $\mathrm{CF_3CO_3H}$ 2. $\mathrm{H_3O^{+}}$
1. $\mathrm{CF_3CO_3H}$ 2. $\mathrm{H_3O^{+}}$(a)
(b)
(c)
(d)
Answer
Answer: D ✓ checked by 4AB · confidence medium
Explanation
CF₃CO₃H epoxidises from the α face, anti to the angular methyl; acid then opens the epoxide trans-diaxially (Fürst–Plattner) to the 2β,3α-diol: top OH β (bold), lower OH α (dashed) (d).
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