Phenoxide Ion. The phenoxide ion is stable due to resonance The negative charge is delocalized in the benzene ring which is a stabilizing factor in the phenoxide ion and increase acidity of phenol whereas no resonance is possible in alkoxide ions (RO) derived from alcohol The negative charge is localized on oxygen atom Thus alcohols are not acidic.

Chapter 24 Phenols phenoxide ion
Chapter 24 Phenols from www.chem.ucalgary.ca

Phenoxide Anion Resonance.

What is the difference between phenol molecule and

Resonance structures of phenoxide ion are It can be observed from the resonance structures of phenoxide ion that in II III and IV less electronegative carbon atoms carry a negative charge Therefore these three structures contribute negligibly towards the resonance stability of the phenoxide ion Hence these structures can be eliminated.

Counter‐ion and solvent effects in the C‐ and O‐alkylation

Phenols are much more acidic than alcohols because the negative charge in the phenoxide ion is not localized on the oxygen atom as it is in an alkoxide ion but is delocalizedit is shared by a number of carbon atoms in the benzene ring Just as a positive charge can be delocalized if it resides on a carbon adjacent to a double bond or other unsaturated center (Fig 229) so too a.

Assertion (A) : Phenols are stronger acids than alcohols

12k+ (A) Both phenol and phenoxide ion exhibit resonance phenoxide ion is more stable than phenol (R) In phenoxide ion two equivalent resonating structures and in phenol four equivalent resonating structures are present 643178722 000+.

Chapter 24 Phenols

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Phenol is more acidic than cyclohexanol and acyclic alcohols because the phenoxide ion is more stable than the alkoxide ion In an alkoxide ion such as the one derived from cyclohexanol the negative charge is localized at the oxygen atom Why is phenol more soluble in NaOH than water?.