Q50 · CSIR-NET Chemistry, June 2016

Paper: CSIR-NET June 2016 · Subject: Organic Chemistry · Chapter: Organic Spectroscopy · Topic: Combined Structure Elucidation · Marks: 2 · Difficulty: Hard

A compound displays the following spectral data. The correct structure of the compound is IR: $\mathrm{1690 ~ cm}{ }^{-\mathrm{1}}$. ${ }^{\mathrm{1}} \mathrm{H}$ NMR: $\delta 2.5(\mathrm{s}, \mathrm{3H}), 3.8(\mathrm{s}, \mathrm{3H}), \mathrm{6 . 9}(\mathrm{d}, \mathrm{J}=\mathrm{8Hz}, \mathrm{2H}), \mathrm{7 . 8}(\mathrm{d}, \mathrm{J}=\mathrm{8} ~ H z, \mathrm{2H}) ~ p p m { }^{13} \mathrm{C}$ NMR: $\delta 197,165,130,129,114,56,26 \mathrm{ppm}$
(a)Option (a) structure, ABC26OR0981
(b)Option (b) structure, ABC26OR0981
(c)Option (c) structure, ABC26OR0981
(d)Option (d) structure, ABC26OR0981
Answer
Answer: A ✓ checked by 4AB · confidence high
Explanation
Aryl ketone (1690, δC 197, COCH₃ 2.5/26), OCH₃ (3.8/56) and a para AA′BB′ pattern: 4-methoxyacetophenone (a).

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