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Question

The correct order of leaving group ability is:

A
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B
CF3SO3>CCl3SO3
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C
Br>I
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D
NH3>OH
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Solution

The correct options are
B CF3SO3>CCl3SO3
D NH3>OH
Triflate is amongst one of the best leaving groups because of the stability of anion formed is extremely stable. Since the conjugate base is very stable, the corresponding acid is a superacid, even stronger than pure sulfuric acid. Since the conjugate base is super stable, the leaving group ability is higher. A similar interpretation also works for NH3 and OH also.
Leaving group ability strength of conjugate base


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