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The correct order of acid strength of th...

The correct order of acid strength of the following substituted phenols in water at `28^(@)C` is

A

p-nitrophenolltp-fluorophenolltp-chlorophenol

B

p-chlorophenolltp-fluorophenolltp-nitrophenol

C

p-flurophenolltp-chlorophenolltp-nitro-phenol

D

p-flurophenolltp-nitrophenolltp-chlorophenol

Text Solution

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The correct Answer is:
To determine the correct order of acid strength of substituted phenols in water at 28°C, we need to analyze the effects of the substituents on the phenolic compound's ability to donate a proton (H⁺). ### Step-by-Step Solution: 1. **Identify the Substituted Phenols**: Let's consider the substituted phenols mentioned: para-nitrophenol (p-NO₂C₆H₄OH) and para-chlorophenol (p-ClC₆H₄OH). 2. **Understand the Concept of Acidity**: The acidity of phenols is influenced by the stability of the phenoxide ion (the conjugate base formed after deprotonation). The more stable the phenoxide ion, the stronger the acid. 3. **Analyze the Effects of Substituents**: - **Para-Nitrophenol**: The nitro group (NO₂) is a strong electron-withdrawing group through both resonance and inductive effects. This increases the stability of the phenoxide ion by delocalizing the negative charge. - **Para-Chlorophenol**: The chloro group (Cl) is also an electron-withdrawing group, but it is less effective than the nitro group. Chlorine withdraws electrons mainly through an inductive effect and has a weak resonance effect. 4. **Compare the Stability of Conjugate Bases**: - The phenoxide ion from para-nitrophenol is more stable due to the strong electron-withdrawing nature of the nitro group, which stabilizes the negative charge. - The phenoxide ion from para-chlorophenol is less stable compared to that of para-nitrophenol because the chlorine is a weaker electron-withdrawing group. 5. **Establish the Order of Acidity**: Based on the stability of the conjugate bases, we can conclude that: - Para-nitrophenol is a stronger acid than para-chlorophenol. Thus, the correct order of acid strength of the substituted phenols in water at 28°C is: **p-Nitrophenol > p-Chlorophenol** ### Final Answer: **The correct order of acid strength is: para-nitrophenol > para-chlorophenol.** ---

To determine the correct order of acid strength of substituted phenols in water at 28°C, we need to analyze the effects of the substituents on the phenolic compound's ability to donate a proton (H⁺). ### Step-by-Step Solution: 1. **Identify the Substituted Phenols**: Let's consider the substituted phenols mentioned: para-nitrophenol (p-NO₂C₆H₄OH) and para-chlorophenol (p-ClC₆H₄OH). 2. **Understand the Concept of Acidity**: ...
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  3. The correct order of acid strength of the following substituted phenol...

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  4. Arrange the following compounds is order of decreasing acidity.

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  5. among the following four compounds (i) phenol (ii) methylphenol (i...

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  6. Arrange the following compounds in increasing order of their acidic st...

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  7. Strongest acid amon the following is

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  8. Given are cyclohexanol (I), acetic acid (II),2,4,6-trinitrophenol (III...

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  9. Which of the following will not be soluble in sodium bicarbonate?

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  10. The product A will be

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  11. Ortho-nitrophenol is less soluble in water than p- and m-nitrophenols ...

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  12. The stability towards dehydration of the following compound decr...

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  13. Which one is the most reactive towards electrophilic reagent?

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  14. When phenol is treated with D(2)SO(4)//D(2)O, some of the hydrogens ge...

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  15. The structure of the compound that gives a tribromo derivative on trea...

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  16. The reaction of will HBr gives

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  18. The major product obtained on interaction of phenol with sodium hydrox...

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