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Question

CH3Br+NuCH3Nu+Br
The decreasing order of the rate of the above reaction with the following nucleophiles (Nu) A to D is:
A) PhO B) AcO C) HO D) CH3CH2O

A
D>C>A>B
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B
D>C>B>A
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C
A>B>C>D
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D
B>D>C>A
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Solution

The correct option is A D>C>A>B
CH3Br+NuCH3Nu+Br
Making conjugate bases of all :
i) PHOHH++PHO
Acid Base
(Weak) (Strong)
ii) AcOHH++AcO
Acid Base
(Weak) (Strong)
iii) H2OH++OH
Acid Base
(Weak) (Strong)
iv) CH3CH2OHH++CH3CH2O
Acid Base
(Weakest) (Strongest)
All alcohols are weaker acids than H2O.

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