Carbonyls make the adjacent alkyl groups more acidic. However, the presence of electron withdrawing and donating groups may give different effects on the acidity of the alkyl groups adjacent to the carbonyls. CF3 CH, CH, NR2 CH3 CH, CH, OR (1) (2) (3) (4) Arrange the above compounds from low to high acidity (or high to low) by using the symbol "<" or ">" in your answer. (i) (ii) Give a reason for the most acidic compound and least acidic compound identified. O=U O=U

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter23: Amines
Section: Chapter Questions
Problem 23.57P
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Carbonyls make the adjacent alkyl groups more acidic. However, the presence of electron
withdrawing and donating groups may give different effects on the acidity of the alkyl
groups adjacent to the carbonyls.
CF3
CH,
CH,
NR2
CH3
CH,
CH,
OR
(1)
(2)
(3)
(4)
Arrange the above compounds from low to high acidity (or high to low) by using the
symbol "<" or ">" in your answer.
(i)
(ii)
Give a reason for the most acidic compound and least acidic compound identified.
O=U
O=U
Transcribed Image Text:Carbonyls make the adjacent alkyl groups more acidic. However, the presence of electron withdrawing and donating groups may give different effects on the acidity of the alkyl groups adjacent to the carbonyls. CF3 CH, CH, NR2 CH3 CH, CH, OR (1) (2) (3) (4) Arrange the above compounds from low to high acidity (or high to low) by using the symbol "<" or ">" in your answer. (i) (ii) Give a reason for the most acidic compound and least acidic compound identified. O=U O=U
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