Ortho and para nitrophenols are more acidic than phenol. Draw the resonance structures of the corresponding phenoxide ions.

Vedclass pdf generator app on play store
Vedclass iOS app on app store
(N/A) The acidity of phenols is determined by the stability of the corresponding phenoxide ion. The nitro group $(-NO_2)$ is a strong electron-withdrawing group ($-I$ and $-M$ effect). In ortho and para nitrophenols,the negative charge on the oxygen atom of the phenoxide ion is delocalized into the benzene ring and further stabilized by the electron-withdrawing nitro group at the ortho or para positions. This additional resonance stabilization makes the ortho and para nitrophenoxide ions significantly more stable than the phenoxide ion,thereby increasing the acidity of the parent phenols.

Explore More

Similar Questions

In which of the following,ortho/para substitution by an electrophile is very facile?

Salol is obtained from which of the following substances?

What are $X$ and $Y$ respectively in the following set of reactions?

Identify the product in the following reaction:
Phenol + $CHCl_3 + NaOH \rightarrow \text{Product}$

The correct statement$(s)$ about the following reaction sequence is(are):
Cumene $(C_9H_{12})$ $\xrightarrow[ii) H_3O^+]{i) O_2}$ $P$ $\xrightarrow{CHCl_3/NaOH}$ $Q$ (major) + $R$ (minor)
$Q$ $\xrightarrow[PhCH_2Br]{NaOH}$ $S$
$(A)$ $R$ is steam volatile
$(B)$ $Q$ gives dark violet coloration with $1 \%$ aqueous $FeCl_3$ solution
$(C)$ $S$ gives yellow precipitate with $2, 4-dinitrophenylhydrazine$
$(D)$ $S$ gives dark violet coloration with $1 \%$ aqueous $FeCl_3$ solution

Vedclass Products

For Students

Vedclass Test Series

Mock tests in real JEE/NEET style with performance analysis. 5-day free trial.

Start Free Trial
For Teachers

Exam Paper Generator

Generate Set A/B/C/D exam papers from 7.5L+ questions in 2 minutes. 3 chapters free.

Try Free
For Institutes

Online Exam Module

Live online exams with unlimited students, 360° analytics & white-label branding.

See Demo