Statement I: The acidic strength of monosubstituted nitrophenol is higher than phenol because of the electron-withdrawing nitro group.Statement II: o-nitrophenol, m-nitrophenol, and p-nitrophenol will have the same acidic strength as they have one nitro group attached to the phenolic ring.Choose the most appropriate answer from the options given below:
medium
Aldehydes, Ketones and Carboxylic Acids
2022
chemistry
Both Statement I and Statement II are correct.
Both Statement I and Statement II are incorrect.
Statement I is correct, but Statement II is incorrect.
Statement I is incorrect, but Statement II is correct.
Explanation
To solve this problem, we need to analyze the acidic strength of nitrophenols compared to phenol.Statement I: The acidic strength of monosubstituted nitrophenol is higher than phenol because of the electron-withdrawing nitro group.• The nitro group (NO2) is a strong electron-withdrawing group due to its resonance and inductive effects.• This increases the acidity of phenol by stabilizing the phenoxide ion formed after deprotonation.
Our AI powered practice platform can help you achieve your doctor dream.
• Therefore, monosubstituted nitrophenols are indeed more acidic than phenol.
Thus, Statement I is correct.
Statement II: o-nitrophenol, m-nitrophenol, and p-nitrophenol will have the same acidic strength as they have one nitro group attached to the phenolic ring.
• The position of the nitro group significantly affects the acidic strength.
• o-nitrophenol and p-nitrophenol have stronger acidic strengths than m-nitrophenol due to resonance stabilization.
• In o-nitrophenol, intramolecular hydrogen bonding also plays a role, affecting its acidity.
• Therefore, o-nitrophenol, m-nitrophenol, and p-nitrophenol do not have the same acidic strength.
Thus, Statement II is incorrect.
Analyzing the options:
• Option 1: Both Statement I and Statement II are correct. (Incorrect)
• Option 2: Both Statement I and Statement II are incorrect. (Incorrect)
• Option 3: Statement I is correct, but Statement II is incorrect. (Correct)
• Option 4: Statement I is incorrect, but Statement II is correct. (Incorrect)