Question

Given the following information. Narrow down the structural formula(s) It may be that there are 2 or 3 possibilities.

Mass Spectrometry Report:

Molecular formula is C12H12N2O

Infrared Spectroscopy Report:   

Absorptions at: 3075; 2240; 1720; 1650. Nothing at 3250 and higher.

1H NMR Report

3.2 ppm, 6H singlet

9.7 ppm , 1H singlet

5.9 ppm, 1 H singlet

7.20 ppm, 1H singlet

7.18 ppm, 1H doublet

7.12 ppm, 1H doublet

7.08 ppm, 1H triplet

13C NMR Report

1 Carbon at 200 ppm

1 Carbon at 99 ppm

1 Carbon at 125 ppm

1 Carbon at 120 ppm

6 total carbons between 130 and 145 ppm.

2 carbons at 65 ppm

Answer 1