Indian Forest Service (Mains), Chemistry optional · 2025 · Paper II
Q4(d). Pyrrole with chloroform and base
Question
Give products and mechanisms when pyrrole reacts with chloroform in aqueous base.
Answer in brief
The products are pyrrole-2-carbaldehyde and ring-expanded 3-chloropyridine.
Part of VKC Basic
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The full model answer
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CoversReimer–Tiemann reactionCiamician–Dennstedt rearrangementdichlorocarbenepyrrole-2-carbaldehyde3-chloropyridine
All parts of Question 4
- 4(a) Primary kinetic isotope effect10 marks
- 4(b) Nucleophilic aromatic substitution10 marks
- 4(c)(i) Acidity and aromatic conjugate bases5 marks
- 4(c)(ii) 1,2 versus 1,4 addition5 marks
- 4(d) Pyrrole with chloroform and base10 marks