nitro group is a strong withdrawing group and deactivating also so the positive charge on the benzene increases....if the positive charge increases the acidic nature increases.... therefore nitrobenzene is more acidic than benzene....

Which nitrobenzene is most acidic?

NO2 group at o and p position withdraws electron of o-h bond towards it by stronger M-effect while the NO2 group at m position withdraws electron of o-h bond by weaker I -effect . Thus o and p are nitrophenols are more acidic than m-nitrophenol.

What is the nature of nitrobenzene?

Nitrobenzene is an industrial chemical. It is an oily yellow liquid with an almond-like odor. It dissolves only slightly in water and will evaporate to air.

Is benzoic acid more acidic than nitrobenzene?

"P-nitrobenzoic acid is stronger than benzoic acid." ... Since the intermolecular bond is stronger than the resonance effect the nitro benzoic acid is more stabilized and stronger in acidity parameter.

Why is nitrobenzene less reactive?

Notice that nitrobenzene is less reactive than benzene because the nitro group is a deactivating substituent. Notice also that meta-substitution reactions on nitrobenzene are faster than para-substitution reactions because the nitro group is a meta-directing group.

Nitration of Benzene Mechanism - Electrophilic Aromatic Substitution Reactions

34 related questions found

Why is nitrobenzene less reactive than phenol?

In nitro benzene, the nitro group is attached to the benzene ring which is a ring deactivating group. In benzene, no group is attached so it is neither ring activation nor ring deactivating. Thus, the reactivity of phenol will be higher than benzene and the nitrobenzene will be least reactive.

Why is benzoic acid more reactive than nitrobenzene?

Nitrobenzene is benzene attached to the nitro functional group and benzoic acid is benzene attached to the carboxylic acid group. ... But the electron withdrawing strength of nitro group is higher than that of carboxylic acid group (−NO2)>(−COOH) due to which nitrobenzene would be even less reactive than benzoic acid.

Which is more acidic benzoic acid or Orthonitrobenzoic acid?

Hence, nitro group on ortho position has higher inductive effect compared to the nitro group on para position. Therefore, more liberation of H+ is causes the acidity of a compound. Hence, , o-nitrobenzoic acid is more acidic compared to p-nitrobenzoic acid.

Which is more acidic methoxy benzoic acid or nitrobenzoic acid?

4 nitrobenzoic acid is more acidic than 4 methoxy benzoic acid because nitro group is an electron withdrawing group so it increases the acidity while methyl group is an electron releasing group.

Why is benzoic acid less acidic than P-nitro benzoic acid?

yes,benzoic acid more acidic than p-nitro phenol. because in p-nitro phenol electron density is more than the benzoic acid . in aeromatic compounds basic nature is increase with increasing electron density . All carboxylic acids are more acidic than phenols.

Is nitrobenzene is acidic or basic?

nitro group is a strong withdrawing group and deactivating also so the positive charge on the benzene increases....if the positive charge increases the acidic nature increases.... therefore nitrobenzene is more acidic than benzene....

Is nitrobenzene an acid?

Nitrobenzene is prepared by nitration of benzene with a mixture of concentrated sulfuric acid, water, and nitric acid. This mixture is sometimes called "mixed acid."

Is cyclohexanol acidic or basic?

Alcohols where the conjugate base is resonance stabilized will be more acidic. The classic example is cyclohexanol and phenol.

Which is more acidic nitrobenzene or aniline?

In case of aniline, the lone pair of electrons on nitrogen is available for donation and it is a less electronegative element than oxygen. Hence it will show basic character. Therefore, we can say that, in an acidic medium out of Aniline, Phenol, and Nitrobenzene, Aniline is the strongest Base.

Is nitrobenzene more acidic than phenol?

P-nitrophenol is more acidic than phenol because nitro group helps in the stabilisation of the phenoxide ion by dispersal of negative charge due to resonance.

Which is more acidic ortho or para?

Thus, ortho and para-nitrophenols are more acidic than m-nitrophenol is a little less acidic than p-nitrophenol because of intramolecular hydrogen bonding which makes the loss of a proton difficult to remove.

For which group GP is more acidic than benzoic acid?

It is this stabilization provided by the methyl group that makes o-toluic acid a stronger acid (pKa=3.91) than benzoic acid (pKa=4.19).

Which acid is weaker than benzoic acid p nitrobenzoic acid p methylbenzoic acid p chlorobenzoic acid chlorobenzoic acid?

Answer: Acetic acid is weaker than benzoic because the methyl group attached in acetic releases electron density to COO− which further destabilizes the anion. Hence correct options is C.

Why Phenol is an acid?

Phenol is acidic in nature because it can lose hydrogen ions from its OH bond, as on losing this hydrogen phenoxide ion is formed which is stable. Though it is a weak acid it is in equilibrium with the phenolate anion C6H5O− which is also called phenoxide.

Why Meta hydroxy benzoic acid is more acidic than para hydroxy benzoic acid?

When -OH group is attached to the para position, it has a tendency to delocalize it's electrons towards the aromatic ring (i.e., benzene). Thus the electron density on oxygen atoms of carboxylic group increases and the polarity between O and H decreases leading to less acidity.

Which benzoic acid is most acidic?

On the other hand, in case of Benzoic acid the conjugate base is stabilised by resonance of benzene ring. Due to the more stable conjugate base of formic acid it is more acidic. So, the correct answer is “Option D”; acetic acid < benzoic acid < formic acid.

Which is more acidic para hydroxybenzoic acid or meta hydroxybenzoic acid?

+I-Effect and +R-Effect intensifies the negative charge on the carboxylate ion thereby making the carboxylate ion less stable and decreases the acidity of the benzoic acid. ... So, meta-hydroxybenzoic acid is more acidic than para-hydroxybenzoic acid.

Is nitrobenzene more reactive than toluene?

Here, COOH group is an electron withdrawing group. So, electrophilic nitration is less reactive in benzoic acid than benzene as the nitro group is also an electron withdrawing group. Option D is nitrobenzene. ... So, the compound which is more reactive towards electrophilic nitration is toluene.

Which of the following can distinguish between benzene and nitrobenzene?

Benzaldehyde and nitrobenzene can be distinguished by Tollen's test. Tollen's test: Benzaldehyde with reaction with Tollen's reagent i.e. ammonical silver nitrate followed by heating will give silve mirror. Nitro benzene does not react with tollen's reagent.

Why is toluene more reactive to nitration than nitrobenzene?

Conclusion: Toluene is more reactive towards electrophilic nitration due to presence of electron donating methyl group.