Compound A, C 11 H 12 O, which gave a negative Tollens test, was treated with LiAlH

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Compound A, C11H12O, which gave a negative Tollens test, was treated with LiAlH4, followed by dilute acid, to give compound B, which could be resolved into enantiomers.

When optically active B was treated with CrO3 in pyridine, an optically inactive sample of A was obtained.

Heating A with hydrazine in base gave hydrocarbon C, which, when heated with alkaline KMnO4, gave carboxylic acid D. Identify all of the compounds and explain your reasoning.HOC. HOC D COH COH

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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