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Question

Arrange them in increasing order of their leaving ability:
CH3CH−2, CH3CH2O−, CH3COO−

A
CH3CH2>CH3CH2O>CH3COO.
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B
CH3CH2O<CH3COO<CH3CH2.
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C
CH3CH2<CH3CH2O<CH3COO.
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D
CH3COO<CH3CH2<CH3CH2O<.
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Solution

The correct option is C CH3CH2<CH3CH2O<CH3COO.
The increasing order of the leaving group ability in a SN2 reaction is CH3CH2<CH3CH2O<CH3COO.
In the acetate ion, the negative charge is stabilized by the resonance of the carboxylate group. Hence, it is good leaving group.
In the carbanion of ethane, there is no stabilization of negative charge. Hence, it is poorest leaving group.
In the ethoxide ion, the negative charge is on more electronegative oxygen atom. Hence, it is better leaving group than the carbanion of ethane.

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