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Assertion : Phenol is more acidic then ...

Assertion : Phenol is more acidic then m-methoxy phenol
Reason : `-OCH_(3)` shows `+I` effect

A

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

B

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

C

If assertion is true and 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 the reason provided: **Assertion:** Phenol is more acidic than m-methoxy phenol. **Reason:** `-OCH3` shows `+I` effect. ### Step-by-Step Solution: 1. **Understanding Acidity of Phenols:** - The acidity of phenols is determined by the stability of the phenoxide ion formed after deprotonation (removal of H⁺). - The more stable the phenoxide ion, the stronger the acid. 2. **Structure of Phenol:** - Phenol (C₆H₅OH) has a hydroxyl (-OH) group directly attached to a benzene ring. - When phenol loses a proton (H⁺), it forms a phenoxide ion (C₆H₅O⁻), which is stabilized by resonance. 3. **Structure of m-Methoxy Phenol:** - In m-methoxy phenol, the -OCH₃ group is attached to the benzene ring at the meta position relative to the -OH group. - The structure can be represented as C₆H₄(OH)(OCH₃). 4. **Effect of the Methoxy Group:** - The -OCH₃ group is an electron-donating group due to its +I (inductive) effect. - However, at the meta position, it does not participate in resonance with the -OH group. 5. **Inductive Effect vs. Resonance Effect:** - The +I effect of -OCH₃ withdraws electron density from the benzene ring, which decreases the electron density on the -OH bond. - This makes the -OH bond less stable and thus less acidic compared to phenol. 6. **Comparing Acidity:** - The pKa value of phenol is approximately 9.98, while that of m-methoxy phenol is lower (around 9.65), indicating that m-methoxy phenol is actually more acidic than phenol. - Therefore, the assertion that phenol is more acidic than m-methoxy phenol is **false**. 7. **Evaluating the Reason:** - The reason states that -OCH₃ shows a +I effect, which is true, but it does not enhance the acidity of m-methoxy phenol compared to phenol. - Since the -OCH₃ group does not stabilize the phenoxide ion through resonance at the meta position, the reasoning is also **false**. ### Conclusion: Both the assertion and reason are false. Therefore, the correct answer is that both statements are incorrect. ---
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