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Why Phenols are more acidic than Alcohol...

Why Phenols are more acidic than Alcohol ?

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Phenol are more acidic than alcohol :
The greater acidic character of phenols as compared to alcohols can be explained on the basis of resonance. Phenol is a Resonance hybrid of the following structures :

It is clear that three structure of phenol (III, IV and V) having positive charge on oxygen of - OH group. This oxygen attracts the electron pair of O-H bond strongly towards itself and weakens the O-H bond and therefore, facilitates the release of `H^(+)` ion. So phenol is more acidic . On the other hand, in case of alcohols, neither the alcohol nor the alkoxide ion is stabilized by resonance.

No resonance stabilization for alcohol or alkoxide ion.
Thus, phenol are more acidic than alcohols. However, phenols are less acidic than carboxylic acids which is supported by their dissociation constant values.
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Knowledge Check

  • Phenols are more acidic than alcohols because

    A
    phenoxide ion is stabalised by resonance
    B
    phenoxide ion does not show resonance
    C
    alcohols do not show any acidic property
    D
    phenols are soluble in polar solvents
  • Phenols are more acidic than alcohols because

    A
    Phenols are more soluble in polar solvent
    B
    Phenoxide ion is stablised by resonance
    C
    Alcohols do not hydrogen atoms at all
    D
    None of these
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