Q5 · CSIR NET Chemistry, June 2014
Paper: CSIR NET June 2014 · Subject: Organic Chemistry · Chapter: Reagents, Reaction Mechanisms & Named Reactions · Topic: Reagents, Reaction Mechanisms & Named Reactions – General · Marks: 2 · Difficulty: Medium
The major products formed in the following are:


(a)+ $\mathrm{Ph_3C\text{-}CH_2CH_3}$
(b)
+ EtOH
+ EtOH(c)
+ EtOH
+ EtOH(d)+ $\mathrm{H_2C{=}CH_2}$
Answer
Answer: C ✓ checked by 4AB · confidence high
Explanation
Ph₃C⁻Na⁺ is a strong, bulky base that enolises ethyl isobutyrate. Claisen self-condensation follows, giving ethyl 2,2,4-trimethyl-3-oxopentanoate and EtOH (c).
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