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In salicylic acid the hydrogen atom in OH group have a tendency to form hydrogen bonding with oxygen atom in the COO - group thus leaving the H+ ion freely available.
In case of ortho methoxy benzoic acid, the possibility of hydrogen bonding is avoided by the presence of strong -CH3 group.
Hence salicylic acid is stronger than ortho methoxy benzoic acid.
Wiki User
∙ 11y ago
Wiki User
∙ 14y agoStructurally, the only difference between salicylic acid and benzoic acid is the presence of the hydroxy (-OH) group ortho to the carboxyl group. The more acidic molecule is the one with a more stable conjugate base. The H+ leaving will leave a negative charge, which in both cases is stabilized by resonance structures distributing the charge to the two oxygen atoms. However, in the salicylic acid, the -OH acts as an electron-withdrawing group, removing part of the negative charge from the benzene ring and stabilizing the ion.
Wiki User
∙ 9y agoThe phenolic hydrogen of salicylic acid undergoes hydrogen bonding to the oxygen of the carboxylate group; this increases the acidity of the proton on that carboxylate group.
In acetylsalicylic acid there is no phenolic hydrogen, so the carboxylate hydrogen is less acidic. It's not MUCH less acidic; acetylsalicylic acid is a considerably stronger acid than acetic acid is.
Wiki User
∙ 14y agometa hydroxy acid is more strong because hydroxy is a electron donatinng as well as due to resonance make it a strong acid.
Wiki User
∙ 9y agoThe dissociation (ionization) of salicylic acid is more important than the dissociation (ionization) of the acetylsalicylic acid.
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Why ortho chlorobenzoic acid is stronger than benzoic acid?
conjugatory effect
Why o-hydroxy benzoic acid is strong than m-hydroxy benzoic acid?
nswers for Orthohydroxybenzoic Acid Is More Acidic Then The Parahydroxy Benzoic Acid
Why is methanoic acid more acidic than benzoic acid?
We would certainly expect benzoic acid to be more acidic than methanoic acid, due to stabilisation of the benzoate anion caused by the delocalisation of the electrons on the oxygen atom over the benzene ring. However, in practice, it is found that methanoic acid is actually more acidic than benzoic acid(has a greater Ka value). This is because methanoic acid is more soluble in water than benzoic acid, so there is greater ionisation of methanoic acid in water than benzoic acid.
Which is more acidic benzoic acid or acetic acid?
Benzoic acid is the stronger acid compared to ethanoic acid. However, ethanoic acid is more corrosive and will burn skin etc more than benzoic acid. Corrosivity/burn potential are not the same as acid strength. This is due to the delocalisation of the lone pair of electrons on the oxygen atom into the benzene, increasing the polarity of the -OH bond and thus makes the cleaving of the H+ ion easier. The delocalisation of electrons into the benzene ring also stabilises the carboxylate ion. Therefore the position of equilibrium lies more to the right and this shows that benzoic is a more acidic acid. The simplified version is that a benzene ring is electron withdrawing and a methyl group is electron releasing. The electron withdrawing power makes the releasing of the H+ ion easier.
How does the structure of salicylic acid differ from that of benzoic acid?
Salicylic acid (C6H4(OH)COOH) has one more OH group than benzoic acid (C6H5COOH)
Why ortho chlorobenzoic acid is stronger than benzoic acid?
conjugatory effect
Why o-hydroxy benzoic acid is strong than m-hydroxy benzoic acid?
nswers for Orthohydroxybenzoic Acid Is More Acidic Then The Parahydroxy Benzoic Acid
Is benzoic acid a stronger acid than HCl?
No, benzoic acid is not soluble in hydrochloric acid. However if you boil the benzoic acid to where it is water soluable and add hydrochloric acid it forms it back into the solid
Why is methanoic acid more acidic than benzoic acid?
We would certainly expect benzoic acid to be more acidic than methanoic acid, due to stabilisation of the benzoate anion caused by the delocalisation of the electrons on the oxygen atom over the benzene ring. However, in practice, it is found that methanoic acid is actually more acidic than benzoic acid(has a greater Ka value). This is because methanoic acid is more soluble in water than benzoic acid, so there is greater ionisation of methanoic acid in water than benzoic acid.
Which is more acidic benzoic acid or acetic acid?
Benzoic acid is the stronger acid compared to ethanoic acid. However, ethanoic acid is more corrosive and will burn skin etc more than benzoic acid. Corrosivity/burn potential are not the same as acid strength. This is due to the delocalisation of the lone pair of electrons on the oxygen atom into the benzene, increasing the polarity of the -OH bond and thus makes the cleaving of the H+ ion easier. The delocalisation of electrons into the benzene ring also stabilises the carboxylate ion. Therefore the position of equilibrium lies more to the right and this shows that benzoic is a more acidic acid. The simplified version is that a benzene ring is electron withdrawing and a methyl group is electron releasing. The electron withdrawing power makes the releasing of the H+ ion easier.
How does the structure of salicylic acid differ from that of benzoic acid?
Salicylic acid (C6H4(OH)COOH) has one more OH group than benzoic acid (C6H5COOH)
A mixture of camphor and benzoic acid can be easily separated by?
Benzoic acid is more soluble than camphor in ethanol. The solution can be filtrated.
Why 4 hydroxy benzoic acid is less acidic than 2 hydroxy benzoic acid?
as because in 2-hydroxy benzoic acid, there is a possibility of H-bonding which makes the dissociated ion stable and will not combine with H+ ion leaving it free, while it is not so in case of 4-hydroxy benzoic acid.
How do you separate benzoic acid from a mixture of napthalene and benzoic acid?
well Naphtali has a much lower boiling point so u can distill it off, or u can add water wich the benzoic acid is slightly soluble in, than boil it off.
Is vinegar stronger than carbonic acid-?
Vinegar contains acetic acid, which is chemically a 'stronger' acid than carbonic acid. hence making it stronger than carbonic acid.
What is the picricacid formual?
picric acid (or 2,4,6-trinitrophenol) is more acidic than benzoic acid The pKa or picric acid is 0.3 and that of benzoic acid is 4.2
Why benzoic acid is comaritively weaker acid than acetic acid?
Because acetic acid have methyl group ,a electron donating group
