Alkenes can be converted to alcohols by reaction with mercuric acetate to form a ß-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 structure of the Hg-containing compound and the final alcohol product formed in the reaction sequence. CH3 Hg(OOCCH3)2 NaBH4 HO™ Oxymercuration product Demercuration Product H₂O, THF Draw the alcohol product of demercuration. Draw the neutral product of oxymercuration. Omit byproducts. OH Hg Incorrect

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Chapter1: Chemical Foundations
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Alkenes can be converted to alcohols by reaction with mercuric acetate to form a ß-hydroxyalkylmercury(II) acetate compound,
a reaction called oxymercuration. Subsequent reduction with NaBH reduces the C-Hg bond to a C-H bond, forming the alkyl
alcohol, a reaction called demercuration. Draw the structure of the Hg-containing compound and the final alcohol product
formed in the reaction sequence.
CH3
Hg(OOCCH3)2
NaBH4
HO™
Oxymercuration
product
Demercuration
Product
H₂O, THF
Draw the alcohol product of demercuration.
Draw the neutral product of oxymercuration.
Omit byproducts.
OH
Hg
Incorrect
Transcribed Image Text:Alkenes can be converted to alcohols by reaction with mercuric acetate to form a ß-hydroxyalkylmercury(II) acetate compound, a reaction called oxymercuration. Subsequent reduction with NaBH reduces the C-Hg bond to a C-H bond, forming the alkyl alcohol, a reaction called demercuration. Draw the structure of the Hg-containing compound and the final alcohol product formed in the reaction sequence. CH3 Hg(OOCCH3)2 NaBH4 HO™ Oxymercuration product Demercuration Product H₂O, THF Draw the alcohol product of demercuration. Draw the neutral product of oxymercuration. Omit byproducts. OH Hg Incorrect
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