Which of the following relation is correct for recativity? 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
None of these
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Solution
The correct option is ACH3CH2S−>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- and wants to hold onto them. In the polar protic solvent like ethanol CH3COO− participating in Hydrogen bonding, the nucleophile is considerably less reactive than CH3CH2S− as it interacts less to hydrogen ion. Thus the reaction will be faster for CH3CH2S− than CH3COO−.