A compound with molecular formula C 8 H 10 produces an IR spectrum with many signals, including

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A compound with molecular formula C8H10 produces an IR spectrum with many signals, including 3108, 3066, 3050, 3018, and 1608 cm-1. The 1H NMR spectrum of this compound exhibits a singlet at 2.2 ppm (I = 6H) and a multiple t at 7.1 ppm (I = 4H). The 13C NMR spectrum of this compound exhibits signals at 19.7, 125.9, 129.6, and 136.4 ppm.

a. Draw the structure of this compound.

b. What is the common name of this compound?

c. Treating this compound with chromic acid yields a product with molecular formula C8H6O4. Draw the product of this reaction.

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Organic Chemistry

ISBN: 978-0470917800

1st edition

Authors: David R. Klein

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