Question

There are several isomeric alcohols and ethers of molecular formula C5H12O. Two of these exhibit the following 1H-NMR spectra. Propose a structure for each of the isomers.

Isomer A:  δ = 0.92 (t, 7.8 Hz, 3 H), 1.20 (s, 6H), 1.49 (q, 7.8 Hz, 2H), 1.85 (s, 1H) ppm

Isomer B:  δ = 1.19 (s, 9 H), 3.21 (s, 3H) ppm

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Spectroscopy (NMR,IR,Mass)

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