Heterocycle C, C 5 H 6 O, exhibits 1 H NMR spectrum C and is converted by

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Heterocycle C, C5H6O, exhibits 1H NMR spectrum C and is converted by H2 and Raney nickel into compound D, C5H10O, with spectrum D. Identify compounds C and D. (Note: The coupling constants of the compounds in this problem and the next one are rather small; they are therefore not nearly as useful in structure elucidation as those around a benzene ring.) 

1Η ΝMR 3 H 7.4 7.3 6.3 6.2 6.1 6.0 2.4 2.3 1H IH IH (CH;),Si 7.5 7.0 6.5 6.0 5.5 5.0 4.5 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.0 300-MHz 'H NMR spectrum ppm (d)

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Organic Chemistry structure and function

ISBN: 978-1429204941

6th edition

Authors: K. Peter C. Vollhardt, Neil E. Schore

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