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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 · 2020 · Mains Paper III

Q10(a). Identification of a phenolic propenyl aromatic compound

Question

Identify the compound: M⁺=164; IR 3510, 3030, 2910, 1595, 1430, 1220, 1010 cm⁻¹; three aromatic protons (dd, d, d); vinyl signals 6.35 d and 5.67 dq with J=14.5 Hz; 6.0 s (1H), 3.93 s (3H), 1.87 d (3H); ten ¹³C signals including 55.86 and 18.26 ppm. UV bands shift from 263/300 to 288/315 nm on raising pH.

Answer in brief

The structure is (E)-isoeugenol: 2-methoxy-4-(prop-1-en-1-yl)phenol.

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CoversIdentification of a phenolic propenyl aromatic compoundCombined spectral analysis

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