Shown are both conformers of menthyl chloride, a diastereomer of neomenthyl chloride. CH3 H H3C CH. H H. H- H3C CI- D CH3 H CH CH3 H3C H c. Which of the two conformers is more stable (C or D)? d. Which will eliminate with CH3CH20 in refluxing ethanol (C or D)? When menthyl chloride reacts with ethoxide (CH3CH20-), only one alkene is formed and it is NOT the alkene predicted by Zaitsev's rule. Draw the structure of this alkene. On C or D (pictured above, whichever is appropriate) circle the proton that is removed in this reaction.
Shown are both conformers of menthyl chloride, a diastereomer of neomenthyl chloride. CH3 H H3C CH. H H. H- H3C CI- D CH3 H CH CH3 H3C H c. Which of the two conformers is more stable (C or D)? d. Which will eliminate with CH3CH20 in refluxing ethanol (C or D)? When menthyl chloride reacts with ethoxide (CH3CH20-), only one alkene is formed and it is NOT the alkene predicted by Zaitsev's rule. Draw the structure of this alkene. On C or D (pictured above, whichever is appropriate) circle the proton that is removed in this reaction.
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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Transcribed Image Text:Shown are both conformers of menthyl chloride, a diastereomer of neomenthyl chloride.
CH3
CI
H
H3C
CH
C
H-
H3C
CI-
D
H
CH3
CH
H
H.
H3C CH3
H
H.
c. Which of the two conformers is more stable (C or D)?
d. Which will eliminate with CH3CH20 in refluxing ethanol (C or D)?
When menthyl chloride reacts with ethoxide (CH3CH20-), only one alkene is formed and it is NOT
the alkene predicted by Zaitsev's rule. Draw the structure of this alkene. On C or D (pictured
above, whichever is appropriate) circle the proton that is removed in this reaction.
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