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Question

Encircle whichever of the following:
a) is the stronger nucleophile (aprotic solvent) : For I
b) is the stronger nucleophile (protic solvent) : For I
c) is the stronger base : For I
d) is the stronger nucleophile (protic solvent) : NH3 or NH2NH2
e) is the better leaving group : CH3COOor CH2SO3

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Solution

A.In aprotic solvents I is a better nucleophilic due to its bulky size.
B. In polar solvants F is solvated hence F is a strong nucleophilic.
C. Since, HI is strongest acid, conjugate bases are weak. So, basic order F>I
D. Nucleophility of NH2NH2 is considered stronger because it has two donating groups.
E. A strong acid has a strong leaving group, hence CH2SO3 is the better.


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