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Q. Arrange cydohexanol (I), acetic acid (II), 2,4,6-trinitrophenol (III) and phenol (IV), in the order of decreasing acidic character

Alcohols Phenols and Ethers

Solution:

III > II > IV >I
Phenols and carboxylic acids are more acidic than aliphatic alcohols.

Presence of three highly electron withdrawing $-NO_{2}$ groups on the benzene ring, makes the $O-H$ bond extremely polarized. This facilitates the release of $H$ as $H^{+} $ Thus, III> IV

In acetic acid the electron withdrawing $—\underset{C}{\overset{O}{||}}—$

polarises the $O-H$ bond and increases the acidic strength

$\therefore $ The order is III > II > IV > I.