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How many of these compounds are more aci...

How many of these compounds are more acidic than phenol here.
Formic acid, Benzoic acid, Picric acid, Ethanol, Water, Ortho - nitrophenol, Ortho - cresol, para - nitrophenol, para - cresol

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To determine how many of the given compounds are more acidic than phenol, we will analyze each compound based on its structure and the stability of its conjugate base. ### Step-by-Step Solution: 1. **Identify the acidity of phenol**: - Phenol (C6H5OH) has a pKa of about 10. This serves as our reference point for comparing the acidity of other compounds. 2. **Analyze Formic Acid (HCOOH)**: - Formic acid is a carboxylic acid. Carboxylic acids are generally more acidic than phenol due to the resonance stabilization of their conjugate base (formate ion). - **Conclusion**: More acidic than phenol. 3. **Analyze Benzoic Acid (C6H5COOH)**: - Similar to formic acid, benzoic acid is also a carboxylic acid. Its conjugate base (benzoate ion) is stabilized by resonance with the aromatic ring. - **Conclusion**: More acidic than phenol. 4. **Analyze Picric Acid (C6H2(NO2)3OH)**: - Picric acid has three nitro groups which are strong electron-withdrawing groups. This significantly stabilizes the conjugate base (picrate ion) through resonance and inductive effects. - **Conclusion**: More acidic than phenol. 5. **Analyze Ethanol (C2H5OH)**: - Ethanol is an alcohol and has a pKa of about 16, which is much higher than that of phenol. It does not have significant resonance stabilization for its conjugate base. - **Conclusion**: Not more acidic than phenol. 6. **Analyze Water (H2O)**: - Water has a pKa of about 15.7, which is also higher than phenol. It is not more acidic than phenol. - **Conclusion**: Not more acidic than phenol. 7. **Analyze Ortho-Nitrophenol (C6H4(NO2)OH)**: - The nitro group in ortho position has a strong -M (mesomeric) effect, which stabilizes the conjugate base through resonance. This makes ortho-nitrophenol more acidic than phenol. - **Conclusion**: More acidic than phenol. 8. **Analyze Ortho-Cresol (C6H4(CH3)OH)**: - The methyl group is an electron-donating group (+I effect), which destabilizes the conjugate base, making ortho-cresol less acidic than phenol. - **Conclusion**: Not more acidic than phenol. 9. **Analyze Para-Nitrophenol (C6H4(NO2)OH)**: - Similar to ortho-nitrophenol, the para-nitro group also stabilizes the conjugate base through resonance, making it more acidic than phenol. - **Conclusion**: More acidic than phenol. 10. **Analyze Para-Cresol (C6H4(CH3)OH)**: - Like ortho-cresol, the methyl group in para-cresol also destabilizes the conjugate base due to its +I effect, making para-cresol less acidic than phenol. - **Conclusion**: Not more acidic than phenol. ### Summary of Acidity Comparison: - **More acidic than phenol**: Formic acid, Benzoic acid, Picric acid, Ortho-nitrophenol, Para-nitrophenol. - **Not more acidic than phenol**: Ethanol, Water, Ortho-cresol, Para-cresol. ### Final Answer: **5 compounds are more acidic than phenol.** ---
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