Which is More Acidic: Benzoic Acid or Formic Acid?

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The discussion centers on the acidity comparison between benzoic acid and formic acid, with two conflicting arguments presented. The first argument claims that benzoic acid is more acidic due to the influence of the aromatic ring, which reduces electron density on the carboxylate carbon, enhancing its acidity compared to formic acid. The second argument suggests that the presence of two electronegative oxygen atoms in the carboxylate ion of benzoic acid pulls electron density away from the carboxylate carbon, making it less acidic than formic acid, which lacks such interactions. Despite these arguments, the consensus points to the Ka values indicating that formic acid is indeed more acidic, highlighting a disconnect between theoretical reasoning and empirical data. The discussion reflects a struggle to reconcile these differing viewpoints on acidity.
Cosmos
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Well...hello brothers and sisters...may I know whether benzoic acid is more acidic or formic acid...because I have two arguments which support don't support each other...:frown::frown:
 
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argument 1: Due to the presence of the aromatic ring which pulls electrons slightly due to the presence sp2 hybridized carbon atom, decreases the electron density on the carboxylate carbon atom making it more acidic than formic acid which doesn't have such interaction.Thus, benzoic acid is more stronger than formic acid.

argument 2: Due to the presence of two oxygen atoms in carboxylate ion which pulls the electron from the aromatic ring slightly towards it as the oxygen atoms are more electronegative compared to sp2 hybridized carbon atoms. Thus increasing the electron density on the carboxylate carbon making benzoic acid less acidic compared to formic as there no such interaction in formic acid (negligible).

I have these two fighting arguments...:oldfrown::oldconfused:
 
Such arguments are quite handwavy, you are comparing apples and oranges.

Just check Ka values.
 
yes the ka values say that formic acid is more acidic but my reasonings are not able to fit...:oldcry:
 
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