UPSC Combined Geo-Scientist, Mains · 2017 · Mains Paper III
Q6(h). Exhaustive methylation of piperidine
Question
Piperidine undergoes excess CH₃I, then AgOH/heat to A; the sequence is repeated to B. Identify both.
Answer in brief
A is CH₂=CHCH₂CH₂CH₂N(CH₃)₂; B is penta-1,4-diene, with trimethylamine expelled in the second elimination.
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CoversExhaustive methylation of piperidineHofmann elimination
All parts of Question 6
- 6(a) Nitrophenol acidity5 marks
- 6(b) Benzene and cyclooctatetraene orbitals5 marks
- 6(c) Aldehyde electrophilicity5 marks
- 6(d) Carbocation stability5 marks
- 6(e) Steric inhibition of resonance5 marks
- 6(f) Cyclopropenone dipole5 marks
- 6(g) SN1 and aromatic cations5 marks
- 6(h) Exhaustive methylation of piperidine5 marks