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UPSC Combined Geo-Scientist

Chemist

  • 2 objective papers
  • 120 questions each
  • 2 h per paper
  • 100 + 300 marks

Prelims Paper II covers chemistry.

UPSC Combined Geo-Scientist, Prelims · 2020 · Paper II, Chemistry · Q106 of 120

Geo-Scientist Prelims 2020 Chemistry Q106: The major product formed in the following reaction is:

QuestionOrganic / ring expansion

The major product formed in the following reaction is:

UPSC Combined Geo-Scientist Prelims 2020 Paper II (Chemistry), Q106: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2020 Paper II (Chemistry), Q106: answer options as printed
  1. (a) 1-(2-Chloroethyl)-1-methylcyclobutane
  2. (b) 1-(1-Chloroethyl)-1-methylcyclobutane
  3. (c) 1-Chloro-1,2-dimethylcyclopentane
  4. (d) 1-Chloro-2,2-dimethylcyclopentane

Answer: (c)

HCl adds Markovnikov: secondary cation next to the strained cyclobutane. Ring expansion (C–C shift) relieves strain and gives a tertiary cyclopentyl cation carrying CH₃; Cl⁻ traps it → 1-chloro-1,2-dimethylcyclopentane → (c).

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