The ester with the formula C8H16O2 gives an alcohol and an acid when hydrolyzed. When the alcohol is isolated and oxidized, it forms a ketone. Which of these formulas cannot be the ester?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry
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Problem 35AP: A 1, 2-cis disubstituted cyclohexane, such as cis-1, 2-dichlorocyclohexane, must have one group...
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The ester with the formula C8H16O2 gives an alcohol and an acid when hydrolyzed. When the alcohol is isolated and oxidized, it forms a ketone. Which of these formulas cannot be the ester?

a)
b)
c)
d)
CH 30
CH3
CH3-C-C-0-CHCH3
CH 3
CH3
|
i
CH3-CH-C-0–CHCH,CH3
T
CH 3
O
CH3CH₂CH₂—C—0—CH₂CH₂CH₂CH3
O
||
CH 3
T
CH3CH₂CH₂-C-0-CHCH₂CH3
Transcribed Image Text:a) b) c) d) CH 30 CH3 CH3-C-C-0-CHCH3 CH 3 CH3 | i CH3-CH-C-0–CHCH,CH3 T CH 3 O CH3CH₂CH₂—C—0—CH₂CH₂CH₂CH3 O || CH 3 T CH3CH₂CH₂-C-0-CHCH₂CH3
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