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UPSC Combined Geo-Scientist

Chemist

  • 3 descriptive papers
  • 200 marks each
  • 3 h per paper

Mains Paper III covers analytical and organic chemistry.

UPSC Combined Geo-Scientist, Mains · 2019 · Mains Paper III

Q10(c). Activated Hofmann elimination

Question

Predict the thermal reaction of the depicted benzoyl-substituted N-methylquinolizidinium hydroxide and explain the mechanism.

Answer in brief

Cleavage of the shared C–N bond gives a ten-membered N-methyl amino enone, with the new C=C conjugated to COPh.

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The full model answer

As written for the answer booklet: the diagram carries the working, the lines stay short. Read here only; it is not offered as a download.

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CoversActivated Hofmann eliminationElimination and ring opening

All parts of Question 10