Alkenes can be converted to alcohols by reaction with mercuric acetate to form a
ID: 727059 • Letter: 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, by products. If applicable, draw hydrogen at a chirality center and indicate stereochemistry via wedge-and-dash bonds.
Neutral product (s) of oxymercuration. Include stereoisomers, if any
----------------->
H2O,THF
Alcohol product (s) of demercuration. Include stereoisomers, if any
NaBH4
------->
HO-
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
_____ S
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, by products. If applicable, draw hydrogen at a chirality center and indicate stereochemistry via wedge-and-dash bonds. 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 beingExplanation / Answer
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