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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 · 2021 · Paper II

Q2(b). Hydrolysis of tert-butyl chloride

Question

For hydrolysis of tert-butyl chloride by water, explain the mechanism and identify intermediates I and II in the supplied three-barrier free-energy profile. [free-energy profile given in the paper]

Answer in brief

I is the tert-butyl carbocation and II is protonated tert-butanol; ionization is the slow step of an SN1 pathway.

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Topic notes: nucleophilic substitution (SN1, SN2, SNi, neighbouring group participation, solvent effects, rearrangement), with every Civil Services, IFoS and Geo-Scientist PYQ →

CoversSN1 mechanismtert-butyl carbocationhydrolysis of tert-butyl chloridefree-energy profileoxonium ion

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