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Nucleophile

Arrange the f...

Question

Arrange the following compounds in decreasing order of reactivity towards nucleophilic addition reaction.
$C H_{3} - O | | C I - C H_{3}$ $C H_{3} - O | | C I I - C l$ $C H_{3} - O | | C I I I - N H_{2}$ $C H_{3} - O | | C I V - O H$ $C H_{3} - O | | C - O V - O | | C - C H_{3}$

I I > V > I > I V > I I I

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I I I > I V > I > V > I I

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I I > I > V > I I I > I V

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I V > I I I > V > I > I I

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Solution

The correct option is B $I I > V > I > I V > I I I$
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

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