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Question
Arrange the following compounds in decreasing order of reactivity towards nucleophilic addition reaction.
CH3−O||CI−CH3 CH3−O||CII−Cl CH3−O||CIII−NH2 CH3−O||CIV−OH CH3−O||C−OV−O||C−CH3
Arrange the following compounds in decreasing order of reactivity towards nucleophilic addition reaction.
CH3−O||CI−CH3 CH3−O||CII−Cl CH3−O||CIII−NH2 CH3−O||CIV−OH CH3−O||C−OV−O||C−CH3
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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
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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