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Organic Chemistry

Blazing goIITian

Joined:	25 Oct 2008
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25 Feb 2009 09:47:39 IST

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Account Although phenoxide ion has more number of resonating structures than carboxylate ion, carb

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Account Although phenoxide ion has more number of resonating structures than carboxylate ion, carboxylic acid is stronger acid than phenol

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vnkt. swaroop

Blazing goIITian

Joined: 13 Jun 2008

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25 Feb 2009 09:55:06 IST

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because although in phenoxide ion resonance structures are more even then the inductive effect also plays a role.

in carboxylate ion C=O is having more in ductive effect than and hence it is more stronger.

tell me whetrher i am correct or not?

reply is must.

A$PIRing HiGh - dEv aDitYa

Blazing goIITian

Joined: 13 Mar 2008

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25 Feb 2009 09:56:16 IST

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The negative charge in carboxylate ion is delocalised over 2 electronegative O atoms but in phenoxide ion, negative charge is less effectively delocalisedon 1 electronegative O atom and less electronegative carbon atoms. Thus carboxylate ion is more stabilised than phenoxide ion and carboxylic acid is stronger acid than phenol

Neha Somani

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25 Feb 2009 10:03:07 IST

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the fact tat phenoxied hav no. of resonating structure ,so it is less stable & hence it is less acidic than carboxylic acid..the effect of presence of double bond also considered..scrape me if u can't understand..

Neha Somani

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Joined: 19 Dec 2008

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2 Mar 2009 09:42:00 IST

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In carboxylate ion -ve charge is equaly distributed over 2 oxygene atom hence it is more stabilised by resonance..

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