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Alkenes can be converted to alcohols by reaction with mercuric acetate to form a B-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 structures of the mercury-containing compound(s) and the alcohol product(s) formed in the reaction sequence, omitting byproducts. Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond and two in-plane bonds per each chiral carbon. Draw hydrogen atoms that are connected to wedge-and-dash bonds. Hg(OOCCH₂)2 H₂O, THF Product(s) A NaBH. HO™ Product(s) B 1. Draw 2 neutral product(s) of oxymercuration (Product A). Draw hydrogens bonded to oxygen, where applicable. Clearly show stereochemistry. 2. Draw the alcohol product(s) of demercuration (Product B). Include stereoisomers, if any.

Alkenes can be converted to alcohols by reaction with mercuric acetate to form a B-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 structures of the mercury-containing compound(s) and the alcohol product(s) formed in the reaction sequence, omitting byproducts. Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond and two in-plane bonds per each chiral carbon. Draw hydrogen atoms that are connected to wedge-and-dash bonds. Hg(OOCCH₂)2 H₂O, THF Product(s) A NaBH. HO™ Product(s) B 1. Draw 2 neutral product(s) of oxymercuration (Product A). Draw hydrogens bonded to oxygen, where applicable. Clearly show stereochemistry. 2. Draw the alcohol product(s) of demercuration (Product B). Include stereoisomers, if any.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Alkenes can be converted to alcohols by reaction with mercuric acetate to form a B-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 structures of the mercury-containing compound(s) and the alcohol product(s) formed in the reaction sequence, omitting byproducts. Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond and two in-plane bonds per each chiral carbon. Draw hydrogen atoms that are connected to wedge-and-dash bonds. Hg(OOCCH3)2 Product(s) H₂O, THF A Select 1. Draw 2 neutral product(s) of oxymercuration (Product A). Draw hydrogens bonded to oxygen, where applicable. Clearly show stereochemistry. Draw NaBH 2. Draw the alcohol product(s) of demercuration (Product B). Include stereoisomers, if any. Rings HO™ 11MDỀ HỌ Product(s) B More Erase
Transcribed Image Text:Alkenes can be converted to alcohols by reaction with mercuric acetate to form a B-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 structures of the mercury-containing compound(s) and the alcohol product(s) formed in the reaction sequence, omitting byproducts. Clearly indicate stereochemistry by drawing a wedged bond, a dashed bond and two in-plane bonds per each chiral carbon. Draw hydrogen atoms that are connected to wedge-and-dash bonds. Hg(OOCCH3)2 Product(s) H₂O, THF A Select 1. Draw 2 neutral product(s) of oxymercuration (Product A). Draw hydrogens bonded to oxygen, where applicable. Clearly show stereochemistry. Draw NaBH 2. Draw the alcohol product(s) of demercuration (Product B). Include stereoisomers, if any. Rings HO™ 11MDỀ HỌ Product(s) B More Erase
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