Indian Forest Service (Mains), Chemistry optional · 2024 · Paper II
Q3(a). Vilsmeier acylation of pyrrole
Question
Complete pyrrole plus N,N-dimethylacetamide/POCl₃, followed by aqueous sodium carbonate, and give a detailed mechanism.
Model answer
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CoversVilsmeier-Haack reactionpyrrole acylation2-acetylpyrrolechloroiminium ionelectrophilic substitution of pyrrole
All parts of Question 3
- 3(a) Vilsmeier acylation of pyrrole10 marks
- 3(b) Five rearrangement products15 marks
- 3(c)(i) Endo selectivity in a Diels–Alder reaction10 marks
- 3(c)(ii) Electrocyclic closure of an E,Z diene5 marks