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Ask community Community Discussion Question: which is more acidic...................3-fluorophenol or 3-chlorophenol ???
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swarna dutt (9)

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which is more acidic...................3-fluorophenol or 3-chlorophenol ???
    
dreamer lalit iitr (205)

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3-fluoro phenol is more acidic...
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swarna dutt (9)

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reason???
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Tushar Sharma (496)

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According to me its 3-chloro phenol well i applied bent's rule wat u did lalit ?????????
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Tushar Sharma (496)

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Sum1 there to confirm who's right ????????
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NugoRama (4800)

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The answer is chloro is more acidic than floro ..(confirmed)

dont have the reason at present.


Everyone's Stupid.
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dreamer lalit iitr (205)

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the reason is that the resonance effect at the meta position doesnt effect the acidity of the phenol...so all the thing now depends on the -i effect of the halides ,f has more negative i effect so it increases the acidity of the phenol more......@tushar wats the bent rule???
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Tushar Sharma (496)

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Well as the size of fluorine is less than that of chlorine it's lone pair will have greater %s character and hence less tendency to donate LP ......
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dreamer lalit iitr (205)

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resonance effect will not be counted bcoz the substituent is placed on meta position...
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Aakash Anuj (678)

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3-chlorophenol. In case of 3 flourophenol, there is H-bonding increasing the bond strength to a great extent
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taran (1635)

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at meta position mesomeric effect is totally absent............so 3-fluorophenol is more acidic 


even sky is not the limit

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Tushar Sharma (496)

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I havent applied resonance i simply follwed one of the applications of bents rule to compare acidic char .........
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Tushar Sharma (496)

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Any expert there to answer this there's a big messup ........
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taran (1635)

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are bataya toh 3-flurophenol.......meta position pe mesomeric effect is absent.......kya messup?
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dibakar_rolles101 (16)

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 Simply make the conjygated bases and check for stability...phenoxide ions are formed....no mesomeric destabilisation ....-i of fluoro greater so more stable c.base HENCE fluoro phenol more acidic..

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dibakar_rolles101 (16)

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 H bonding nt effective at meta...

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Tushar Sharma (496)

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OK OK got your point .........
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NugoRama (4800)

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Answer is still chloro one ..the order of acidic strength is 3-iodophenol>3-chlorophenol>3-fluorophenol .
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dreamer lalit iitr (205)

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thats the same thing i stated in my first post.......so rate me
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dreamer lalit iitr (205)

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we cant take nugo's ans lightly,nugo prove it..
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