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Indian Forest Service (Mains)

Chemistry optional

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

Paper II covers organic chemistry and spectroscopy.

Indian Forest Service (Mains), Chemistry optional · 2023 · Paper II

Q2(c). Lewis-acid dehydration and rearrangement

Question

Complete the reaction of cyclohexyldimethylcarbinol with boron trifluoride etherate, giving a mechanism and plausible reasons for the product spread. [reaction scheme given in the paper]

Answer in brief

A carbocation network gives mainly substituted alkenes: isopropylidenecyclohexane, isopropenylcyclohexane and 1-isopropylcyclohexene; ring-expanded alkenes are also mechanistically accessible.

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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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CoversBF₃ etherate dehydrationcarbocation rearrangementhydride shiftring expansionWagner–Meerwein rearrangement

All parts of Question 2