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:

  1. $CH _3-CO-CH _2-COCH _3$ has highest enol content due to resonance and formation of six membered ring through intramolecular $H$-bonding

(I) Also, enol content depends upon the number of substituents on double bond, greater the number of substituents, greater the stability, higher the enol content.

Therefore, $CH _3 COCH _2 CHO$ forms next most stable enol



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