Explain why is ortho nitrophenol more acidic than ortho methoxyphenol?

Question:

Explain why is ortho nitrophenol more acidic than ortho methoxyphenol?

Solution:

The nitro-group is an electron-withdrawing group. The presence of this group in the ortho position decreases the electron density in the O−H bond. As a result, it is easier to lose a proton. Also, the o-nitrophenoxide ion formed after the loss of protons is stabilized by resonance. Hence, ortho nitrophenol is a stronger acid.

On the other hand, methoxy group is an electron-releasing group. Thus, it increases the electron density in the O−H bond and hence, the proton cannot be given out easily.

For this reason, ortho-nitrophenol is more acidic than ortho-methoxyphenol.

Leave a comment

Comments

Neelu
Feb. 10, 2023, 5:55 p.m.
Thankyou 👍
...
Dec. 29, 2022, 1:34 a.m.
Dusre web site ka copy Krna pesha hai n tumlogO ka.....🤐
Sidra
Nov. 20, 2022, 7:36 p.m.
Thanks
Free Study Material