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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

Q5(c). α-Keto esters irradiated in alcohols

Question

Write down the product(s) in the following reactions: (i) C₆H₅COCOOC₂H₅ + CH₃CH(OH)C₂H₅ —hν→ (ii) CH₃COCOOC₂H₅ + CH₃OH —hν→

Answer in brief

(i) Butan-2-yl mandelate, C₆H₅CH(OH)COOCH(CH₃)C₂H₅, + ethanal. (ii) Methyl lactate, CH₃CH(OH)COOCH₃, + ethanal. The ester alkyl is replaced by that of the solvent alcohol.

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The full model answer

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CoversNorrish type IIα-keto esterphotochemistryγ-hydrogen abstractionhydroxyketene1,4-biradical