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Question

Arrange the following compounds in decreasing order of reactivity towards nucleophilic addition reaction.

CH3O||CICH3 CH3O||CIICl CH3O||CIIINH2 CH3O||CIVOH CH3O||COVO||CCH3

A
II>V>I>IV>III
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B
III>IV>I>V>II
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C
II>I>V>III>IV
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D
IV>III>V>I>II
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Solution

The correct option is B II>V>I>IV>III
Compound I is showing +I effect;
compound II is showing -I effect;
compound III is showing +R and -I;
compound IV is showing +R and -I;
(-I effect of oxygen is much more than nitrogen because of greater electron negativity)
compound V is showing -I
so, nucleophilic addition is directly proportional to the electron deficiency on the carbonyl carbon,
hence, the order becomes II > V > I > IV > III

1329223_712147_ans_b414dff751dd4942b731bf399899b23b.png

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