Q78. Question: Identify the structure... [FREE SOLUTION]

Chapter 22: Q78. (page 922)

Question: Identify the structure of compound C (molecular formula $C_{11} H_{15} {NO}_{2}$ ), which has an IR absorption at 1699 cm^-1 and the ¹H NMR spectrum shown below.

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Step-by-Step SolutionStep 1: IR spectroscopy

The IR spectroscopy is used for the many purposes in the several fields. The unit is employed for noting the absorption frequency in IR spectroscopy.

NMR spectroscopy

The terms chemical equivalence and symmetry are connected in NMR spectroscopy. Symmetrical protons are chemically equivalent.

Identification of compound C

The IR absorption at 1699 cm^-1 indicates the presence of C=O, amide, or a conjugated system. In the NMR data, the triplet at 1.3 ppm (3 H) indicates CH₃adjacent to CH₂. The singlet at 3.0 ppm (6 H) indicates two CH₃ groups on nitrogen.

The quartet at 4.3 ppm (2 H) indicates CH₂adjacent to CH₃ . The doublet at 6.6 ppm (2 H) indicates two hydrogen atoms on the benzene ring. The doublet at 7.9 ppm (2 H) indicates two hydrogen atoms on the benzene ring.

The structure of compound C can be given as: