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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 · 2023 · Mains Paper III

Q6(e). Amidomercuration–demercuration of hex-1-ene in acetonitrile

Question

Write the product and propose a suitable mechanism for the following reaction: CH₃–(CH₂)₃–CH=CH₂ with Hg(OAc)₂, CH₃CN, then NaBH₄, H₂O gives ?.

Answer in brief

N-(Hexan-2-yl)acetamide, CH₃(CH₂)₃CH(CH₃)NHCOCH₃ (racemic): Markovnikov addition of H and NHCOCH₃.

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Topic notes: addition to alkenes and alkynes (Markovnikov, stereochemistry, dienes), with every Civil Services, IFoS and Geo-Scientist PYQ →

CoversoxymercurationamidomercurationRitter reactionmercurinium ionMarkovnikov additiondemercuration

All parts of Question 6