Choose the correct order of acidic strength for the following compounds:
A
A > B > C
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B
C > B > A
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C
B > C > A
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D
A > C > B
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Solution
The correct option is B C > B > A Acidic strength depends on the stability of conjugate base formed :
In A and B, −NH2 and −OCH3 both show +M effect, and hence destabilizes the conjugate base formed. +M strength of −NH2 is more than that of −OCH3, so conjugate base A is less stable than conjugate base of B. So, B is more acidic than A. In C : −CF3 shows −I effect , and hence stabilizes the conjugate base. So, C is the most acidic compound. Correct order is C > B > A