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UPSC Civil Services (Mains)

Chemistry optional

  • 2 papers
  • 250 marks each
  • 3 h per paper
  • 5 of 8 questions, Q1 and Q5 compulsory

Paper II covers organic chemistry and spectroscopy.

UPSC Civil Services (Mains), Chemistry optional · 2024 · Paper II

Q3(b)(ii). Classify the rearrangement at 33 °C

Question

Classify the following sigmatropic rearrangement (at 33 °C) and comment on whether it is symmetry-allowed or symmetry-forbidden. [structure of the bicyclic diene given in the paper]

Answer in brief

It is a [3,3]-sigmatropic (Cope) rearrangement of a cis-divinylcyclopropane; thermally symmetry-allowed.

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Covers[3,3]-sigmatropicCope rearrangementdivinylcyclopropanesymmetry-allowedboat transition state