Q55 · CSIR-NET Chemistry, June 2014
Paper: CSIR-NET June 2014 · Subject: Organic Chemistry · Chapter: Organic Spectroscopy · Topic: Combined Structure Elucidation · Marks: 2 · Difficulty: Hard
An organic compound gives following spectral data: IR : 2210, $1724 \mathrm{cm}^{-1},{ }^{1} \mathrm{H} \mathrm{NMR}: \delta 1.4(\mathrm{t}, J=7.1 \mathrm{Hz}, 3 \mathrm{H}), 4.4(\mathrm{q}, J=7.1 \mathrm{Hz}, 2 \mathrm{H}) ; \quad{ }^{13} \mathrm{C} \mathrm{NMR}: \delta 16$, 62, 118, 119, 125, 127, 168. The compound is
(a)
(b)
(c)
(d)
Answer
Answer: C ✓ checked by 4AB · confidence medium
Explanation
2210 cm⁻¹ is a conjugated nitrile and 1724 an ester; OCH₂CH₃ shows at δ 4.4 q / 1.4 t (¹³C 62, 16). The seven carbons include CN (118) and C=O (168): ethyl 4-cyanobenzoate (c).
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