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When an acid dissociates, the conjugate base ends up with a negative charge. The better the base is able to stabilise this charge, more of the acid is dissociated at equilibrium, the acid is stronger.

The phenyl ring can resonance stabilise this charge around the ring, the charge is said to spend some of its time on the ortho and para carbons, so the charge is less localised to the oxygen.

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Phenol is a stronger acid than aliphatic alcohol because the phenoxide ion formed after deprotonation is stabilized by resonance in the aromatic ring, making it more stable and easier to form. In contrast, aliphatic alcohols do not have this resonance stabilization, so the alkoxide ion formed is less stable and not as readily formed, resulting in weaker acidity.

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Q: Why phenol is a stronger acid than aliphatic alcohol?
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Which is stronger acid ethanol or phenol?

Phenol is stronger acid than ethanol. Phenol's acidic strength stems from the presence of the -OH group attached directly to the aromatic ring, which allows it to readily donate a proton. Ethanol, in contrast, has a less acidic -OH group due to its aliphatic structure.


Why phenol is stronger acid than ethanol?

Phenol is a stronger acid than ethanol because the phenoxide ion formed after losing a proton is stabilized by resonance, making it more stable. In contrast, ethanol forms a less stable ethoxide ion due to the lack of resonance stabilization. This difference in stability influences the ease with which the acids donate a proton.


Is 1-hexanol more acidic or less acidic than phenol?

Phenol is more acidic than 1-hexanol because the hydroxyl group in phenol is directly attached to the aromatic ring, which stabilizes the resulting phenoxide ion through resonance. In contrast, the hydroxyl group in 1-hexanol is attached to an aliphatic chain, making it less acidic.


What is more stronger acetic acid or ethanol?

Acetic acid is stronger than ethanol because it is a stronger acid. Acetic acid is a carboxylic acid, which can donate a proton more readily than ethanol, which is an alcohol.


Why is aliphatic amines stronger bases than aromatic amines?

Aliphatic amines are stronger bases than aromatic amines because the lone pair on the nitrogen atom in aliphatic amines is more available for donation due to the absence of resonance effects that stabilize the lone pair in aromatic amines. This makes aliphatic amines more likely to accept protons and act as bases.

Related questions

Which is stronger acid ethanol or phenol?

Phenol is stronger acid than ethanol. Phenol's acidic strength stems from the presence of the -OH group attached directly to the aromatic ring, which allows it to readily donate a proton. Ethanol, in contrast, has a less acidic -OH group due to its aliphatic structure.


Why phenol is stronger acid than ethanol?

Phenol is a stronger acid than ethanol because the phenoxide ion formed after losing a proton is stabilized by resonance, making it more stable. In contrast, ethanol forms a less stable ethoxide ion due to the lack of resonance stabilization. This difference in stability influences the ease with which the acids donate a proton.


Which is stronger acid aromatic or aliphatic?

Aromatic acids are generally stronger than aliphatic acids due to the resonance stabilization provided by the delocalization of electrons in the aromatic ring. This makes the aromatic acids more stable when releasing a proton, resulting in a stronger acid.


Which is strong acid water or phenol?

Both water and phenol are very weak acids. Though phenol is the stronger of the two.


How to convert phenol to aspring?

Phenol is converted to aspirin by adding carboxylic acid and esterifying the alcohol.


Is 1-hexanol more acidic or less acidic than phenol?

Phenol is more acidic than 1-hexanol because the hydroxyl group in phenol is directly attached to the aromatic ring, which stabilizes the resulting phenoxide ion through resonance. In contrast, the hydroxyl group in 1-hexanol is attached to an aliphatic chain, making it less acidic.


Give four properties of phenol to show how it differ from alcohol?

1-Phenol (carbolic acid) is acidic in nature and turns blue litmus red while alcohol (ethanol) does not, 2-phenol gives violet or blue colour with neutral ferric chloride solution while alcohol does not, 3-phenol freezes to a solid in fridge while alcohol does not, 4-phenol produces bubbles on rough iron surface while alcohol does not.


What is more stronger acetic acid or ethanol?

Acetic acid is stronger than ethanol because it is a stronger acid. Acetic acid is a carboxylic acid, which can donate a proton more readily than ethanol, which is an alcohol.


Why is aliphatic amines stronger bases than aromatic amines?

Aliphatic amines are stronger bases than aromatic amines because the lone pair on the nitrogen atom in aliphatic amines is more available for donation due to the absence of resonance effects that stabilize the lone pair in aromatic amines. This makes aliphatic amines more likely to accept protons and act as bases.


Which is a stronger acid cresol or phenol?

Cresol is a stronger acid than phenol because it has an additional methyl group that stabilizes the negative charge after donating a proton. This makes it easier for cresol to lose a proton compared to phenol.


Can you get phenol from carbolic acid?

Phenol and carbolic acid are actually the same compound. "Carbolic acid" is an older, colloquial term for phenol.


Is phenol a base?

No, phenol is not a base. It is actually a weak acid due to the presence of the hydroxyl group.