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prasad2121 (0)

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The increasing order of the rate of HCN addition to compounds A -D is
 
(A) HCHO      (B) CH3COCH3       (C) PhCOCH3   (D) PhCOPh
 
1) C<D<B<A       2) A<B<C<D        3) D<B<C<A      4) D<C<B<A
    
vimleshgoesvroom (0)

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the ans is 4 bcos the positive charge appearing on carbon atom after bond dissociation is most unstable in A and hence it will react instantaneously with CN- to form a stable compound. then resonance is a more stabilising factor than inductive and hence answer is not 3 but 4.
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beck2ham (99)

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Hello.
For reactivity of corbonyl compounds, just keep one factor in mind while attempting such questions :::::::
STEARIC HINDRANCE. 
 
This is the most important factor while attempting such questions regarding carbonyl compounds( ketones and aldehydes).
Therefore, the correct option is (4).
Now see, stearic hindrance in (a) is least coz the groups attached to the =CO group are the two hydrogens, which are the lightest of all substituents. Hence, the nucleophile will have no problem while attacking the C of =CO.
 
similarly, the order of bulkiness is :-
    -H > -CH3 > -Ph
 
Therefore the corect order is 4) D<C<B<A.
 
 
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madhusudan.chavan (1302)

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10478
Relative reactivities of aldehydes and ketones in nucleophilic addition reactions depend on
1.Steric hinderance : Larger the R and R? groups in the carbonyl compound, greater would be the magnitude of steric hinderance in the transition state and hence less reactive should be the carbonyl compound in nucleophilic addition.
2.Electronic factors: The alkyl groups release electrons and destabilize the transition state by intensifying the negative charge on carbonyl oxygen. Since aldehydes contain one & ketones contain two such groups, destabilization of transition state from a ketone would be much greater than that resulting from aldehydes.
Aromatic aldehydes & ketones are less reactive than corresponding aliphatic analogues due to +R effect of benzene ring which increases electron density on carbonyl carbon thereby repelling the nucleophile. Thus the order of reactivity would be
HCHO > CH3COCH3 > PhCOCH3 > PhCOPh
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