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
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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![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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DII
DDI](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F5ae19bb1-f76e-4421-a2d2-fe6b8bbef93b%2F121ea68f-f33e-47d4-b7ae-f3d52ea7d834%2F1725jg_processed.jpeg&w=3840&q=75)
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.
page 5 of 25
17
fe
delete
home
end
DII
DDI
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