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Organic Chemistry

Blazing goIITian

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9 Nov 2009 18:37:58 IST

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which 1 is more acidic???

None

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rahul

Cool goIITian

Joined: 19 Oct 2009

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9 Nov 2009 19:06:23 IST

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is it the second one because acidic compounds are H⁺ ion donator and in the second one electron density will be smaller as F shows -I effect

arjit

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9 Nov 2009 19:18:23 IST

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It Should be the 2nd one only because F will pull the electrons to itself (-I) and decrease the stability of NH3+ , making it more capable to lose the proton easily

zzzzz

Blazing goIITian

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9 Nov 2009 20:05:09 IST

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dude its obvious dat F will pull d electron by -I but as it has lone pair so it will give d electron by +M which dominates over -I........so it will actually stabilize NH3+

Arjun Virmani

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Joined: 1 Jun 2009

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10 Nov 2009 02:13:37 IST

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To compare the acidic or basic nature of two or more compounds,

compare the stability of the molecule/ion/compound formed after the reaction....i.e. removal or addition of electron or H or H+......

stability is also affected by the medium as the polar medium supports ions whereas non-polar, molecules..

therefore the order can change in diff. mediums also..!!

rakshith prasad

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10 Nov 2009 10:18:00 IST

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Fluorine is the strongest electronegative element in the periodic table. It attracts the pair of electrons towards itself and the benzene nucleus becomes more positive. hence the the hydrogen in NH₃⁺ is more acidic. hence 2 is more acidic

zzzzz

Blazing goIITian

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10 Nov 2009 15:40:28 IST

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1st compound is more acidic.............. it was asked in jee and now i got y it was so!!!!

VINEET KUMAR

Cool goIITian

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10 Nov 2009 16:21:48 IST

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how u got the ans that 1st compound is more acidic reply since, conjugate base of 2nd one is more stable so 2nd one is more acidic the answer is given in all books too.......

zzzzz

Blazing goIITian

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10 Nov 2009 20:16:30 IST

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dude y u people forget dat though F will pull electron by -I but it will give by +m which dominates in case of F....so conjugate base of 2nd more stable nd hence more acidic....

coolrocks

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24 Nov 2009 11:36:27 IST

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For ALL halogens their -I effect is much more than their +M effect.. (All halogens without exception) . But the acidity decreases in the order -I>-Br>-Cl>-F because of more stability of +M of F .... btw IIT did NOT give the answer as the first compound.. The book did.... U never know who is correct

zzzzz

Blazing goIITian

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24 Nov 2009 21:46:24 IST

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for F its +M which dominates not -I and d ans. which i had written is correct........

dc16

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24 Nov 2009 21:57:21 IST

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No gaurav.. u r wrong ...

For halogens -I dominates over +M !

zzzzz

Blazing goIITian

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25 Nov 2009 10:09:46 IST

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see dude flourine belongs to 2nd period right and in 2nd period elements don't have d orbitals so F is unable to keep d electrons which it pulls by -I and so in turn it becomes activating since +m dominates over its -I ...... and so d 1st compound is more acidic than d 2nd one....

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