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Aldehydes, Ketones and Carboxylic Acids
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Carboxylic acids: acidity, preparation, derivatives, HVZ reaction
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Difficulty 1 of 3
co173
Towards nucleophilic acyl substitution the correct order of decreasing reactivity of ethanoyl derivatives is
A
CH
X
3
COOC
X
2
H
X
5
>
CH
X
3
COCl
>
CH
X
3
CONH
X
2
>
(
CH
X
3
CO
)
X
2
O
B
CH
X
3
CONH
X
2
>
CH
X
3
COOC
X
2
H
X
5
>
(
CH
X
3
CO
)
X
2
O
>
CH
X
3
COCl
C
CH
X
3
COCl
>
(
CH
X
3
CO
)
X
2
O
>
CH
X
3
COOC
X
2
H
X
5
>
CH
X
3
CONH
X
2
D
(
CH
X
3
CO
)
X
2
O
>
CH
X
3
COCl
>
CH
X
3
CONH
X
2
>
CH
X
3
COOC
X
2
H
X
5
Answer: C
Reactivity falls as the leaving group becomes poorer and resonance donation from the substituent increases:
Cl
X
−
is the best leaving group, then carboxylate, then alkoxide, then amide ion. So acid chloride > anhydride > ester > amide.
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