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Acidity of Alcohols and Phenols

Arrange the f...

Question

Arrange the following compounds in increasing order of their acid strength: Propan-1-ol, 2, 3, 6 - trinitrophenol, 3-nitrophenol, 3. 5-dinitrophenol, phenol, 4-methyl phenol.

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Solution

We know that +I groups $(- C H_{3})$ in Phenols decrease its acidity while -I groups $(- N O_{2})$ increase it. Therefore, the correct order of increasing acidity is:
Propan-1-ol < 4-methylphenol < Phenol < 3-nitrophenol < 3,5-dinitrophenol < 2,3,6-trinitrophenol

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