Question

Which of the following is correct with respect to the acidity of benzene sulphonic acid and benzoic acid?
A. Benzene sulphonic acid >Benzoic acid
B. Benzene sulphonic acid <Benzoic acid
C. Benzene sulphonic acid =Benzoic acid
D. None of the above

Answer 1

Hint: The strength of an acid depends on the ability of acid to donate the proton and stability of the conjugate base. Acid having more number of resonance structures is a stronger acid.

Step by step answer: Draw the structures of benzoic acid and its conjugate base.

-Benzoic acid

Benzoic acid donates its proton and forms benzoate ion as a conjugate base.

-Benzoate ion

The possible resonance structures of benzoate ion are as follows:
 

Draw the structures of benzene sulphonic acid and its conjugate base.

Benzene sulphonic acid

Benzene sulphonic acid donates its proton and forms benzene sulfonate ion as a conjugate base.

Benzene sulfonate ion

The possible resonance structures of benzene sulfonate ion are as follows:

The conjugate base of an acid having more number of resonance structures is more stable. In this case, benzene sulfonate ion is more stable than benzoate ion as it shows more number of resonance structures than the benzoate ion. Thus benzene sulphonic acid is the stronger acid than benzoic acid.
Hence, the decrease in order of strength of given acids is:
Benzene sulphonic acid >Benzoic acid

Thus, the correct option is (A) Benzene sulphonic acid >Benzoic acid

Note: The strength of an acid depends on how easily it donates the protons and the stability of the conjugate base. Delocalization of negative charge in resonance stabilizes the conjugate base. So, the more the number of resonance structures, the more stable is the conjugate base and the stronger is the acid.