Compounds Y and Z are isomers with the molecular formula C10H12O. The IR spectrum of each compound shows a strong absorption band near 1710 cm-1. The 1H NMR spectra of Y and Z are given in Figs. 16.4 and 16.5. Propose structures for Y and Z.

Figure 16.4 T he 300-MHz 1H NMR spectrum of compound Y, Problem 16.50. Expansions of the signals are shown in the offset plots.

Figure 16.5 T he 300-MHz 1H NMR spectrum of compound Z, Problem 16.50. Expansions of the signals are shown in the offset plots.

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Y, C1oH120 TMS 2.6 24 12 1.0 7 6 4 3 2 0 (ppm) 2.9 2.7 TMS 7 6 4 3 0 6H (ppm)