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Arrange the following compounds in order...

Arrange the following compounds in order of increasing reactivity towards HCN :
Acetaldehyde, Acetone, Di-tertiary butyl ketone, Methyl tertiary butyl ketone.

Text Solution

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(a) `CH_(3)-overset(CH_(3))overset(|)CH-COOHltCH_(3)CH_(2)CH_(2)COOHltCH_(3)-underset(Br)underset(|)CH-CH_(2)-COOHltCH_(3)CH_(2)-underset(Br)underset(|)CH-COOH`
The magnitude of +I effect of isopropyl group is more than that of n-propyl group. Therefore `(CH_(3))_(2)CHCOOH` is a weaker acid than `CH_(3)CH_(2)CH_(2)COOH`. Now-I effect is less in `CH_(3)CHBrCH_(2)COOH` than in `CH_(3)CH_(2)CHBrCOOH`. In the light of these observations, the increasing order in acidic strengths is justified.

Methoxy `(OCH_(3))` group with +I effect decreases the acidic strength while nitro `(NO_(2))` group with -I effect increases the acidic strength. In the light of these observations, the increasing order of acidic strengths is justified.
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