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.

Question 14 of 29 Alkenes can be converted to alcohols by reaction with mercuric acetate to form a B-hydroxyalkylmercury Map acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH4 reduces the C 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. Draw 2 Neutral product(s) of oxymercuration. Clearly show stereochemistry HglooccH,, H2O, THF Alcohol product(s) of demercuration. Include stereoisomers, if any. Select al that apply: The alcohol product(s) of the reaction is characterized as being □ R,R. RS (and/or SR). NaBH HO achiral. racemIc diastereomers Hint Previous ⓧGive Up & View Solution e Check Answer Previous Give Up & View Solution Check Answer Next Next Exit