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NEET CHEMISTRYMedium

Which of the following statement is correct for the stability of ions of ethyl alcohol and phenol:

A

Delocalization of \pi -electrons in phenoxide ion

B

Delocalization of electrons in ethoxide ion

C

Inductive effect of ethyl and phenyl group

D

Localization of \sigma -electrons in phenoxide ion

Step-by-Step Solution

The acidity of a compound is determined by the stability of its conjugate base (ion).

  1. Phenol: Dissociates to form the phenoxide ion. This ion is stabilized by resonance, where the negative charge on the oxygen atom is delocalized over the benzene ring involving the π\pi-electron system. This delocalization disperses the charge, making the ion more stable (NCERT Class 11, Section 12.7.6 and Class 12, Unit 11).
  2. Ethyl Alcohol: Dissociates to form the ethoxide ion. Here, the negative charge is localized on the oxygen atom. Furthermore, the ethyl group exerts a positive inductive effect (+I), which pushes electron density towards the already negative oxygen, thereby destabilizing the ion (NCERT Class 11, Section 12.7.5). Therefore, the delocalization of π\pi-electrons in the phenoxide ion is the correct reason for its greater stability compared to the ethoxide ion.
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