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Why is methyl benzoic acid more acidic than benzoic acid?

Why is methyl benzoic acid more acidic than benzoic acid?

Methyl groups are weak donors and so p-methylbenzoic acid is weaker than benzoic acid. Chlorine is a weak electron donor (by resonance) and hence p-chlorobenzoic acid is slightly stronger than benzoic acid.

Why is ortho methyl benzoic acid more acidic than para methyl benzoic acid?

Can you please explain me why Ortho methyle benzoic acid is more acidic than para fluro benzoic acid? Answer: In the case of O-methyl benzoic acid, the methyl group attached to the benzene ring is stabilized the conjugate base formed. Therefore, ortho methyl benzoic acid is more acidic than para fluoro benzoic acid.

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Which is more acidic P methyl benzoic acid?

So p methyl benzoic acid is more acidic than p methoxy benzoic acid. The pKa values are 4.21 (benzoic acid) and 4.38 (p-methylbenzoic acid), in other words, the former is slightly more acidic than the latter.

Which is more acidic para methoxy benzoic acid or para methyl benzoic acid?

So because the conjugate base (leftover species after proton loss) is less stable for para methoxy benzoic acid as compared to that of benzoic acid, benzoic acid looses its proton easily and hence is more acidic.

Which is more acidic benzoic acid or ortho methyl benzoic acid?

Note: The acidic strength of m-toluic acid is more than p-toluic acid but less than benzoic acid, actually o-toluic acid also should have less acidic strength than benzoic acid due to presence of the electron withdrawing group. But due to ortho effect it’s acidic strength is higher than benzoic acid.

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Which is more acidic para methyl?

Out of para-methyl phenol and para-methoxy phenol, para-methyl phenol is more acidic since the methyl group has a weak +R effect whereas the methoxy group has a strong +R effect which will make the corresponding phenoxide conjugate base less stable.

Why benzoic acid is less acidic?

-Electron-donating groups-The conjugate base of benzoic acid is destabilized by the electron-donating groups (EDG). This makes the benzoic acid less acidic by pushing more electron density toward the negative charge in the carboxylate.

Which is more acidic para nitrobenzoic acid or para methyl benzoic acid?

When both acids donate their proton from -COOH group then p-nitrobenzoate is more stabilized due to -M effect of nitro group than m-nitribenzoate because -M group more deactivates the ring / decreases charge than -I group. Thus, p-nitrobenzoic acid is more acidic than m-nitrobenzoic acid.

Which is more acidic ortho methoxy benzoic acid or para nitro benzoic acid?

-Since electron-donating groups decrease the acidic strength, $4 – $ methoxy benzoic acid is a weaker acid than benzoic acid. -Also, since electron-withdrawing groups increase the acid strength, therefore, both $4 – $nitrobenzoic acid and $3,4 – $ dinitrobenzoic acid are stronger acids than benzoic acid.