Two compounds with the molecular formula C 5 H 10 O have the following 1 H and

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Two compounds with the molecular formula C5H10O have the following 1H and 13CNMR data. Both compounds have a strong IR absorption band in the 1710–1740 cm−1 region. Elucidate the structure of these two compounds and interpret the spectra. Make a sketch of each NMR spectrum.

(a) 1H NMR: δ 2.55 (septet, 1H), 2.10 (s, 3H), 1.05 (d, 6H) 13C NMR: δ 212.6, 41.5, 27.2, 17.8

(b) 1H NMR: δ 2.38 (t, 2H), 2.10 (s, 3H), 1.57 (sextet, 2H), 0.88 (t, 3H) 13C NMR: δ 209.0, 45.5, 29.5, 17.0, 13.2

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Organic Chemistry

ISBN: 978-1118875766

12th Edition

Authors: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder

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