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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 · Q103 of 120

Geo-Scientist Prelims 2020 Chemistry Q103: The major product formed in the following reaction is:

QuestionOrganic / E2 stereochemistry

The major product formed in the following reaction is:

UPSC Combined Geo-Scientist Prelims 2020 Paper II (Chemistry), Q103: figure printed with the question
UPSC Combined Geo-Scientist Prelims 2020 Paper II (Chemistry), Q103: answer options as printed
  1. (a) Ethyl ether, retention
  2. (b) Ethyl ether, inversion
  3. (c) Alkene: Me/Me cis, H/Ph cis
  4. (d) Alkene: Me/Ph cis, H/Me cis

Answer: (c)

TsCl/py converts OH to OTs with retention (C–O not broken). NaOEt then does anti-periplanar E2: placing C3–H anti to OTs puts the two Me groups on the same side and Ph cis to H → alkene (c). E2 is stereospecific.

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