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UPSC Combined Geo-Scientist

Chemist

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

Mains Paper III covers analytical and organic chemistry.

UPSC Combined Geo-Scientist, Mains · 2019 · Mains Paper III

Q10(a). Chlorinated allylic structure

Question

IR 3030,1510,1380,930 cm⁻¹; MS 210(10%),208(30%),173(50%),57(100%). ¹H: 7.2–7.4(m,5H),6.5(d,J=20,1H),6.3(dd,J=20,6,1H),4.3(d,J=6,1H),1.2(s,9H). ¹³C:28,37,74,126,127,128,129,132,135. Deduce structure.

Answer in brief

(E)-PhCH=CHCH(Cl)C(CH₃)₃, 3-chloro-4,4-dimethyl-1-phenylpent-1-ene.

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CoversChlorinated allylic structureCombined spectral analysis

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