Q72 · CSIR-NET Chemistry, December 2012

Paper: CSIR-NET December 2012 · Subject: Organic Chemistry · Chapter: Organic Spectroscopy · Topic: NMR 1H · Marks: 2 · Difficulty: Hard

In the ${ }^{1} \mathrm{H} \mathrm{NMR}$ spectrum recorded at 293 K , an organic compound $\left(\mathrm{H}_{7} \mathrm{NO}\right)$, exhibited signals at $\delta \mathrm{7 . 8}(\mathrm{1H}, \mathrm{s}), \mathrm{2 . 8}(\mathrm{3H}, \mathrm{s})$ and $\mathrm{2 . 6}(\mathrm{3H}, \mathrm{s})$. The compound is
(a)Option (a) structure, ABC26OR0954
(b)Option (b) structure, ABC26OR0954
(c)Option (c) structure, ABC26OR0954
(d)Option (d) structure, ABC26OR0954
Answer
Answer: A ✓ checked by 4AB · confidence high
Explanation
C₃H₇NO with a 1H singlet at 7.8 and two N-methyl singlets (2.8, 2.6) is N,N-dimethylformamide: the two methyls are inequivalent because of restricted rotation about the amide bond.

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