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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 · 2016 · Mains Paper III

Q9(c). Stereochemistry of Hofmann rearrangement

Question

Treat optically active 2-phenylpropanamide with Br₂/NaOH. Give product and mechanism, including stereochemistry.

Answer in brief

1-Phenylethylamine forms with retention of configuration at the migrating carbon.

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CoversStereochemistry of Hofmann rearrangementRearrangements

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