Q19 · CSIR-NET Chemistry, December 2015
Paper: CSIR-NET December 2015 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: SN1 SN2 E1 E2 · Marks: 2 · Difficulty: Easy
The major product formed in the following reaction sequence is: 
(a)
(b)
$\mathrm{S}_{\mathrm{N}}1$
$\mathrm{S}_{\mathrm{N}}1$(c)$\mathrm{S}_{\mathrm{N}}2$ 
(d)
Answer
Answer: D ✓ checked by 4AB · confidence medium
Explanation
The tertiary bromide ionises (S_N1). The face from which Br left is the only open face — the three axial ring-fusion hydrogens shield the other — so water enters from the same side and the alcohol forms with retention (d).
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