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Chemistry Question on Aldehydes, Ketones and Carboxylic Acids

The ascending order of acidity of –OH group in the following compounds is:
–OH group
Choose the correct answer from the options given below :

A

(A)<(D)<(C)<(B)<(E) (A) < (D) < (C) < (B) < (E)

B

(C)<(A)<(D)<(B)<(E) (C) < (A) < (D) < (B) < (E)

C

(C)<(D)<(B)<(A)<(E) (C) < (D) < (B) < (A) < (E)

D

(A)<(C)<(D)<(B)<(E) (A) < (C) < (D) < (B) < (E)

Answer

(A)<(C)<(D)<(B)<(E) (A) < (C) < (D) < (B) < (E)

Explanation

Solution

The acidity of phenols increases with the presence of electron-withdrawing groups (like -NO2) and decreases with electron-donating groups (like -CH3).

  • (A): Contains a butyl group (electron-donating), making it the least acidic.
  • (C): Contains a methoxy group (CH3O-) (electron-donating), slightly more acidic than (A).
  • (D): Simple phenol (C6H5OH), with no additional electron-withdrawing or donating groups, has moderate acidity.
  • (B): Contains an -OH group with a chlorine substituent (electron-withdrawing) on the aromatic ring, making it more acidic than (D).
  • (E): Contains an -OH group with a nitro substituent (NO2) which is strongly electron-withdrawing, making it the most acidic.

Thus, the correct order of acidity is (A)<(C)<(D)<(B)<(E)(A) < (C) < (D) < (B) < (E).