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Ask iit jee aieee pet cbse icse state board community Community Discussion Question: Give the order of Acidity
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Utsav55 (253)

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Give the order of Acidity.




 


 




 


2,4-dinitrophenol




 


3,5-dinitrophenol




 


4-nitrophenol




 


2-nitrophenol




 


 




 


Also, give the reason for each.




 


Thanks

    
5timelucky (7)

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as H+ is released, negative charge will be on oxygen...
NO2 grp will withdraw the -ve charge from the ring, thus stabalizing it.... from ortho n para positions....
NO2 at para is more acidic due to HB
thus the order is
3,4dinitro phenol, then 2 nitro phenol then 4nitro phenol

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5timelucky (7)

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i think......

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vnkt.swaroop (353)

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2-nitro phenol<4-nitro phenol<2,4dinitro phenol<3,5dinitro phenol.


because it depends their pKa values.Greater the pKa value weaker the acid.


if wrong corrct me.

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thegreateye (25)

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2 nitrophenol > 4 nitrophenol > 2,4 nitrophenol > 2-nitrophenol

more no. of -I gps, more the acidity.

3,5 dinitrophenol is more acidic than 2,4 dinitrophenol as it is a symmetric compound. 4 nitrophenol is more acidic than 2 nitrophenol as it is attached at para position, which increases it's acidity.
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pkciit (110)

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2,4 nitrophenol >3,5dinitro phenol.>4-nitro phenol>2-nitro phenol


because two no2 grps i.e. ecectron donating grps r present which would increase the acidity.


4 nitrophenol >2 nitrophenol because


ortho grp  is having intramolecular h-bonding.


 


 


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nvphadnis (0)

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More NO2 groups, more -I effect which will decrease electron density on ring and make it more acidic.


So 3,5-dinitrophenol and 2,4-dinitrophenol which have 2 NO2 groups will be more acidic. But H-bonding in 2,4-dinitrophenol decreases its acidic nature.


Similarly 2-nitrophenol will be less acidic than 4-nitrophenol due to H-bonding.




ORDER :  3,5-dinitrophenol2,4-dinitrophenol4-nitrophenol2-nitrophenol

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