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Arrange the following compounds in order of decreasing acidity:Phenol substituted with:
image

  1. A
    I > II > III > IV
  2. B
    III > I > II > IV
  3. C
    IV > III > I > II
  4. D
    II > IV > I > III

Solution & Step-by-step Explanation

Acidity of substituted phenols is increased by electron-withdrawing groups (EWG) and decreased by electron-donating groups (EDG). (III): Strong EWG (). Most acidic. (I): EWG via effect. More acidic than phenol. (II): EDG via and hyperconjugation. Less acidic than phenol. (IV): Strong EDG via effect. Least acidic.Order: III > I > II > IV.

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Try it yourself before checking the explanation above.

Arrange the following compounds in order of decreasing acidity:Phenol substituted with:
image
A
I > II > III > IV
B
III > I > II > IV
C
IV > III > I > II
D
II > IV > I > III

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