Practicing Success

Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Alcohols, Phenols and Ethers

Question:

Arrange the following compounds in increasing order of their acid strengths:

A. o-Cresol, pKa = 10.2

B. m-Nitrophenol, pKa = 8.3

C. Phenol, pKa = 10

Choose the correct answer from the options given below:

Options:

B, C, A

A, B, C

C, B, A

A, C, B

Correct Answer:

A, C, B

Explanation:

Since the pKa is the negative logarithmic value of Ka, pKa is a smaller value for strong acid.

Lower the pKa vlaue, the stronger the acid is. Similarly, higher the pKa value, the weaker the acid is.

By looking at the pKa values of different acids, one can compare the relative acid strengths.

A. o-Cresol, pKa = 10.2 (least acidic)

B. m-Nitrophenol, pKa = 8.3 (most acidic)

C. Phenol, pKa = 10

Increasing acidic strength: A < C < B

In substituted phenols, the presence of electron withdrawing groups such as nitro group, enhances the acidic strength of phenol.

On the other hand, electron releasing groups, such as alkyl groups, in general, do not favour the formation of phenoxide ion resulting in decrease in acid strength. Cresols, for example, are less acidic than phenol.