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Assertion : Ortho nitro phenol is more a...

Assertion : Ortho nitro phenol is more acidic than meta nitro phenol
Reason : Ortho nitro phenol has more –I effect than meta nitro phenol

A

If both assertion and reason are true and reason is the correct explanation of assertion.

B

If both assertion and reason are true but reason is not the correct explanation of assertion.

C

If assertion is true but reason is false.

D

If both assertion and reason are false.

Text Solution

AI Generated Solution

The correct Answer is:
To solve the question, we need to analyze the assertion and reason given about ortho-nitrophenol and meta-nitrophenol. ### Step-by-Step Solution: 1. **Understanding the Structures**: - Draw the structures of ortho-nitrophenol and meta-nitrophenol. - Ortho-nitrophenol: The -OH group is adjacent to the -NO2 group. - Meta-nitrophenol: The -OH group is separated from the -NO2 group by one carbon. 2. **Analyzing Acidity**: - The acidity of phenolic compounds is influenced by the ability of substituents to stabilize the negative charge on the phenoxide ion (the conjugate base formed after deprotonation). - In ortho-nitrophenol, the -NO2 group can exert both a -I (inductive) effect and a -R (resonance) effect. The -R effect (resonance) is particularly significant because it can stabilize the negative charge through resonance structures. 3. **Resonance Effect in Ortho Position**: - In ortho-nitrophenol, the -NO2 group can participate in resonance, allowing the negative charge to be delocalized. This makes it easier for the -OH group to release a proton (H+), thus increasing acidity. 4. **Resonance Effect in Meta Position**: - In meta-nitrophenol, the -NO2 group does not effectively participate in resonance with the -OH group. The -NO2 group can only exert a -I effect, which does not stabilize the negative charge as effectively as the -R effect does in ortho-nitrophenol. 5. **Conclusion on Acidity**: - Since ortho-nitrophenol has both -I and -R effects contributing to its acidity, while meta-nitrophenol only has a -I effect, ortho-nitrophenol is indeed more acidic than meta-nitrophenol. 6. **Evaluating the Assertion and Reason**: - **Assertion**: "Ortho-nitrophenol is more acidic than meta-nitrophenol" is **true**. - **Reason**: "Ortho-nitrophenol has more -I effect than meta-nitrophenol" is **false** because both have similar -I effects, but the -R effect in ortho-nitrophenol is what makes it more acidic. ### Final Answer: The assertion is true, but the reason is false. Therefore, the correct option is that the assertion is true and the reason is false. ---

To solve the question, we need to analyze the assertion and reason given about ortho-nitrophenol and meta-nitrophenol. ### Step-by-Step Solution: 1. **Understanding the Structures**: - Draw the structures of ortho-nitrophenol and meta-nitrophenol. - Ortho-nitrophenol: The -OH group is adjacent to the -NO2 group. - Meta-nitrophenol: The -OH group is separated from the -NO2 group by one carbon. ...
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