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Question

Which of the following relation is correct for reactivity?
CH3COO or CH3CH2S with CH3I in ethanol

A
CH3CH2S>CH3COO
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B
CH3CH2S<CH3COO
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C
CH3CH2S=CH3COO
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D
Cannot be compared
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Solution

The correct option is A CH3CH2S>CH3COO
Higher electronegativity means lower nucleophilicity because the role of a nucleophile is to share e. If the atom is more electronegative it is less willing to share its e. In the polar protic solvent like ethanol CH3COO participating in hydrogen bonding, the nucleophile is considerably less reactive than CH3CH2S.

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