Aldehydes and Ketones - Result Question 65
76. Arrange the following in the increasing order of expected enol content.
$CH _3 COCH _2 CHO, CH _3 COCH _3, CH _3 CHO$,
$CH _3 COCH _2 COCH _3$
$(1992,1 M)$
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Solution:
- $CH _3-CO-CH _2-COCH _3$ has highest enol content due to resonance and formation of six membered ring through intramolecular $H$-bonding
Also, enol content depends upon the number of substituents on the double bond, greater the number of substituents, greater the stability, higher the enol content.
Therefore, $CH_3COCH_2CHO$ forms the next most stable enol
BETA
