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.

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NaBH HO™ Hg(OOCCH₂)₂ H₂O, THF Neutral product(s) of oxymercuration. Include stereoisomers, if any. Alcohol product(s) of demercuration. Include stereoisomers, if any. Select all that apply: The alcohol product(s) of the reaction is characterized as being R,R. R,S (and/or S,R). S,S. achiral. racemic. diastereomers. R. c S. NaBH HO™ Hg(OOCCH₂)₂ H₂O, THF Neutral product(s) of oxymercuration. Include stereoisomers, if any. Alcohol product(s) of demercuration. Include stereoisomers, if any. Select all that apply: The alcohol product(s) of the reaction is characterized as being R,R. R,S (and/or S,R). S,S. achiral. racemic. diastereomers. R. c S.

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