Alkenes can be converted to alcohols by reaction with mercuric acetate to form a

Question

Alkenes can be converted to alcohols by reaction with mercuric acetate to form a ?-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C?Hg bond to a C?H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structures of the Hg-containing compound(s) and the final alcohol product(s) formed in the following reaction sequence, omitting byproducts. If applicable, draw hydrogen at a chirality center and indicate stereochemistry via wedge-and-dash bonds.

Explanation / Answer

Alkenes can be converted to alcohols by reaction with mercuric acetate to form a ?-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C

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