Q100 · CSIR-NET Chemistry, December 2019

Paper: CSIR-NET December 2019 · Subject: Organic Chemistry · Chapter: Organic Spectroscopy · Topic: Combined Structure Elucidation · Marks: 2 · Difficulty: Hard

The structure of the compound which displays the following spectral data is IR $= 1690, 1100\,\mathrm{cm^{-1}}$ ${}^{1}\mathrm{H}$ NMR: $\delta$ 2.8 (s, 3H), 3.8 (s, 3H), 6.9 (d, $J=8$ Hz, 2H), 7.8 (d, $J=8$ Hz, 2H) ${}^{13}\mathrm{C}$ NMR: $\delta$ 197, 165, 130, 129, 114, 56, 26
(a)Option (a) structure, ABC26OR1006
(b)Option (b) structure, ABC26OR1006
(c)Option (c) structure, ABC26OR1006
(d)Option (d) structure, ABC26OR1006
Answer
Answer: C ✓ checked by 4AB · confidence high
Explanation
Aryl methyl ketone (1690, δC 197, 26), anisole OCH₃ (3.8, δC 56; C–O 1100) and para AA′BB′ doublets: 4-methoxyacetophenone (c).

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