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Arrange the following compounds is order...

Arrange the following compounds is order of decreasing acidity.

A

IVgtIIIgtIgtII

B

IIgtIVgtIgtIII

C

IgtIIgtIIIgtIV

D

IIIgtIgtIIgtIV

Text Solution

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The correct Answer is:
D

Electron withdrawing groups increase the acidity of phenols. Since `-NO_(2)` group is a much more powerful electron withdrawing group than Cl, therefore, p-nitrophenol (III) is a stronger acid than p-chlorophenol (I). Further, electron donating groups decrease the acidity of phenols. since `-OCH_(3)` groups is a more powerful electron donating group than `CH_(3)` group is a more powerful electron donating group than `CH_(3)` group, therefore, p-methylphenol (II) is a stronger acid than p-methoxyphenol (IV). combining the two trends together, the overall acidity of the four phenols decreases in the order: IIgtIgtIIgtIV, i.e., option (d) is correct.
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PRADEEP-ALCOHOLS, PHENOLS AND ETHERS-COMPETITION FOCUS JEE (MAIN AND ADVANCED)/MEDICAL ENTRANCES SPECIAL (MULTIPLE CHOICE QUESTIONS WITH ONE CORRECT ANSWER-I)
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  2. The correct order of acid strength of the following substituted phenol...

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

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

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

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  6. Strongest acid amon the following is

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

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

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  9. The product A will be

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

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

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

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

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

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  15. The reaction of will HBr gives

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  16. Phenol, when it first reacts with concentrated sulphuric acid and then...

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

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  18. Sodium phenoxide when heated with CO(2) under pressure at 125^(@) C y...

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  19. Two aromatic compounds having formula C(7)H(8) O which are easily iden...

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  20. Which of the following reagents may be used to distinguish between phe...

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