Q46 / 180 · KCET 2017 · Chemistry

Which of the following order is true regardingthe acidic nature of phenol?

  • A
    Phenol > O-cresol > o-nitrophenol
  • Correct answer
    B
    O-cresol < phenol < O-nitrophenol
  • C
    phenol < O-cresol > O-nitrophenol
  • D
    phenol < O-cresol < O-nitrophenol

Solution

Acidity of the substituted phenols is affected by the nature of the substituents.
Figure
Figure
Figure
Presence of \( e^{-} \)withdrawing group such as \( -\mathrm{NO}_{2} \) increases the acidic strength whereas \( e^{-} \)releasing or donating
groups at 0- and p- position decreases acidic strength of substituted phenol.
In cresol (o- or p- cresol) methyl groups shows + I effect, soit destabilizes the anion formed after ionization hence cresol
is less acidic and o-nitrophenol is more acidic than carbolic acid (phenol). Hence, the correct order for the acidic nature
is o-cresol < phenol < o-nitrophenol.

Hence, the correct answer is option: 'B'.

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