Compound A, C 8 H 8 O, exhibits 1 H NMR spectrum A. Upon treatment with concentrated

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Compound A, C8H8O, exhibits 1H NMR spectrum A. Upon treatment with concentrated aqueous HCl, it is converted almost instantaneously into a compound that exhibits spectrum B. What is compound A, and what is the product of its treatment with aqueous acid? 

'H NMR 5 H 1 H 1 H 7.4 7.3 3.9 3.8 3.2 3.1 2.8 1 H (CH3),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 (8)

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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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