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The decreasing order of the rate of the above reaction with nucleophiles (Nu-) a to d
(a) PhO-
(b) AcO-
(c) OH-
(d) CH3O-
Answer & explanation
Correct answer: option 2
The order of nucleophilicity of the oxyanions is as follows:
(d) CH3O- > (c) OH- > (b) AcO- > (a) PhO-
This order can be explained by the following factors:
Size: The smaller the nucleophile, the more easily it can approach the electrophile and attack it. CH3O- is the smallest oxyanion, followed by OH-, AcO-, and PhO-.
Charge: The more negative the charge on a nucleophile, the more nucleophilic it is. All of the oxyanions have a negative charge, but CH3O- has the most negative charge.
Electronic effects: The presence of electron-withdrawing groups (such as the carbonyl group in AcO-) decreases the nucleophilicity of a molecule. PhO- also has an electron-withdrawing group, but it is not as strong as the carbonyl group.
Therefore, the order of nucleophilicity of the oxyanions is (d) CH3O- > (c) OH- > (b) AcO- > (a) PhO-. This means that the reaction rate will be fastest with CH3O-, followed by OH-, AcO-, and PhO- in decreasing order of reactivity.