Question

Alkenes can be converted to alcohols by reaction with mercuricacetate to form a ?-hydroxyalkylmercury(II) acetate compound, areaction called oxymercuration. Subsequent reduction with NaBH4reduces the C?Hg bond to a C?H bond, forming the alkyl alcohol, areaction called demercuration. Draw the structures of theHg-containing compound(s) and the final alcohol product(s) formedin the following reaction sequence, omitting, by products. Ifapplicable, draw hydrogen at a chirality center and indicatestereochemistry via wedge-and-dash bonds.


A. Neutral produst (s) of oxymercuration. Include stereoisomers, ifany

image from custom entry tool HG(OOCCH3)2

----------------->

H2O,THF





B. Alcohol product (s) of demercuration. Include stereoisomers, ifany



NaBH4

------->

HO-







Select all that apply: The alcohol product(s) of the reaction ischaracterized as being


_____ R,R

_____ R,S (and/or S,R)

_____ S,S

_____ achiral

_____ racemic

_____ diastereomers

_____ R

_____ S