An unknown hydrocarbon Q has a formula C6H12. Q Reacts with osmium tetroxide to give a diol R. When oxidized with KMnO4 in an acidic medium, Q gives two products. One product is propanoic acid and the other a ketone S. Provide reaction equations to identify the possible structures of Q, R and S.

Principles of Modern Chemistry
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Author:David W. Oxtoby, H. Pat Gillis, Laurie J. Butler
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Chapter7: Bonding In Organic Molecules
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Problem 40AP: Consider the following proposed structures for benzene, each of which is consistent with the...
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An unknown hydrocarbon Q has a formula C6H12. Q Reacts with osmium tetroxide to
give a diol R. When oxidized with KMnO4 in an acidic medium, Q gives two products.
One product is propanoic acid and the other a ketone S. Provide reaction equations to
identify the possible structures of Q, R and S.

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