Deduce the structure of the compound that gives the following 1H, 13C, and IR spectra (Figs. 9.54-9.56). Assign all aspects of the 1H and 13C spectra to the structure you propose. Use letters to correlate protons with the signals in the 1H NMR spectrum, and numbers to correlate carbons with the signals in the 13C spectrum. The mass spectrum of this compound shows the molecular ion at m/z 148.

Transcribed Image Text:

6H 1H 2H 2H 1H 10 4 2 (ppm) CH CH CH3 CH CH 200 180 160 140 120 100 80 60 40 20 oc (ppm) 100 10 4000 3000 1500 1000 500