Treatment of (S)-(+)-5-methyl-2-cyclohexenone with lithium dimethylcuprate gives, after protonolysis, a good yield of a mixture containing mostly dextrorotatory ketone A and a trace of optically inactive isomer B. Treatment of A with zinc amalgam and HCl affords optically active, dextrorotatory hydrocarbon C. Identify compounds A. B, and C, including stereochemical configurations. Be sure to explicitly draw H and both wedge and dash bonds at any configuration center. Draw compound A. Draw compound B.

Treatment of (S)-(+)-5-methyl-2-cyclohexenone with lithium dimethylcuprate gives, after protonolysis, a good yield of a mixture containing mostly dextrorotatory ketone A and a trace of optically inactive isomer B. Treatment of A with zinc amalgam and HCl affords optically active, dextrorotatory hydrocarbon C. Identify compounds A. B, and C, including stereochemical configurations. Be sure to explicitly draw H and both wedge and dash bonds at any configuration center. Draw compound A. Draw compound B.

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

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Concept explainers

Organomagnesium compounds

The interaction of alkyl halide with Mg metal in a suitable ether solvent is the common method for the synthesis of the Grignard reagent.

Hydrolysis Grignard Reactions and Reduction

Organomagnesium halides are Grignard reagents. Francois Auguste Victor Grignard, a French chemist who received the Nobel Prize in Chemistry in 1912, created these highly useful reagents.

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Treatment of (S)-(+) 5-methyl-2-cyclohexenone with lithium dimethylcuprate gives, after protonolysis, a good yield of a mixture
containing mostly dextrorotatory ketone A and a trace of optically inactive isomer B. Treatment of A with zinc amalgam and
HCl affords optically active, dextrorotatory hydrocarbon C. Identify compounds A. B, and C, including stereochemical
configurations. Be sure to explicitly draw H and both wedge and dash bonds at any configuration center.
Draw compound A.
Draw compound B.
Select
Draw
Rings
More
Erase
Select
Draw
Rings
More
Erase
H

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