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Question

Which of the following represents the correct decreasing order of acidity of the following compounds?

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A
ii > i > iii > iv
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B
iv > iii > ii > i
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C
iii > iv > i > ii
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D
iv > iii > i > ii
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Solution

The correct option is A iv > iii > i > ii
Electron withdrawing groups (NO2,CN) stabilize the phenoxide ion by dispersing the negative charge relative to phenol and increase the acidity of phenol, whereas electron donating groups (OCH3) destabilize the phenoxide ion by intensifying the negative charge relative to phenol and tend to decrease the acid strength.

Thus, the order of acidity is iv > iii > i > ii

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