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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 being

Explanation / Answer

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http://1111809097.reader.chegg.com/homework-help/questions-and-answers/alkenes-converted-alcohols-reaction-mercuric-acetate-form-hydroxyalkylmercury-ii-acetate-c-q1625811

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