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Ask iit jee aieee pet cbse icse state board community Community Discussion Question: acidity problem
Forum Index -> Organic Chemistry like the article? email it to a friend.  
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x4 (300)

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hey guys ????
 
why is HCOOH A STRONGER ACID THAN CH3 COOH ?
 
ACCORDING 2 ME
 
AS CH3 HAS +I EFFECT IT INCREASES POLARITY OF O-H BOND SO INCREASES ACIDITY .
 
IS THIS AN EXCEPTION ????

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ananth_patri (585)

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no....CH3 group has +I ....thus when H+ leaves the - on O is destabilised by the +I of CH3 group...hope u got it....

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x4 (300)

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YA ANANTH ,

THE CH3 BOND INCREASES THE ELECTRON CLOUD DENSITY ON O ATOM RIGHT ? SO DOES IN NOT MEAN IT MAKES IT MORE POLAR . AND ISNT POLARITY IN DIRECTION OF O-H , INCREASE ACIDIC STRENGTH ?

I GOT UR POINT THAT ADDIND ELECTRON CLOUD TO O MMINUS ION IS DESTABILISING FACTOR . COZ ITS ALREADY ATTAINED OCTET . BUT AM I RIGHT ? IS THE SAME TREND FOLLOWED EVERYWHERE ? LIKE +I EFFECT GROUP DECREASES ACIDITY ?

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svj29 (1860)

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dude ur correct that CH3 increases the electron cloud density on O atom, but it decreases the polarity....
what is polarity in general...difference between the electronegativity...so when O gets a partial negative charge the electronegatavity of O decreases....hence the polarity also decreases...and more covalent the bond, easier it is to break the bond...
ya dude everywhere, same trend....more +I more basicity...
hope its clear....

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