Which is more acidic between ethanol and acetic acid?

Which is more acidic between ethanol and acetic acid?

Solution : (a) Acetic acid is a stronger acid than ethyl alcohol because the acetate ion formed by ionisation is stabilized by resonance while the ethoxide ion has no resonance. The negative charge in acetate ion formed by ionisation is stabilized by resonance while thw ethoxide ion has no resonance.

Why does acetic acid have a lower pKa than ethanol?

q Acetic acid is more acidic than ethanol, because the anion of acetic acid, i.e. the acetate anion, is resonance stabilized , but the anion of ethanol is not. In both anions, the negative charge is on oxygen, so the resonance effect is essentially the only differentiating effect.

Is acetic acid stronger than alcohol?

Recalling that weaker bases have stronger conjugate acids, we conclude that acetic acid is a stronger acid than ethanol. The actual pKa values agree with our prediction. For acetic acid the pKa is 4.76 (stronger acid) and for ethanol the pKa is 15.9 (weaker acid).

What is the pKa of acetic acid?

For example, the Ka constant for acetic acid (CH3COOH) is 0.0000158 (= 10-4.8), but the pKa constant is 4.8, which is a simpler expression. In addition, the smaller the pKa value, the stronger the acid.

Which is more acidic acetic acid or methanol?

Here We Go Again. As you can see, the O-H hydrogen in acetic acid is 11 orders of magnitude more acidic than that in methanol. Conversely, the methoxide ion, CH3O:-, is 11 orders of magnitude more basic than the acetate ion.

What is correct order for the acidic strength of acetic acid phenol and ethanol?

The correct order of increasing acidic strength is Ethanol < Phenol < Acetic acid < Chloroacetic acid. Phenol is more acidic than ethanol because in phenol, the phenoxide ion obtained on deprotonation is stabilized by resonance which is not possible in case on ethanol.

Why is acetic acid more acidic than ethanol in terms of molecular structure?

Acetic acid is more acidic than ethanol, because the anion of acetic acid, i.e. the acetate anion, is resonance stabilized , but the anion of ethanol is not. In both anions, the negative charge is on oxygen, so the resonance effect is essentially the only differentiating effect.

Why are carboxylic acids more acidic than alcohols?

A carboxylic acid is, therefore, a much stronger acid than the corresponding alcohol, because, when it loses its proton, a more stable ion results. Some atoms or groups, when attached to a carbon, are electron-withdrawing, as compared with a hydrogen atom in the same position.

Why is acetic acid more acidic than phenol and ethanol?

Here in acetic acid if we draw resonating structure then same negative charge resides on oxygen atom but if we draw the resonating structure of phenol the negative charge move on from oxygen to carbon and it becomes a non equivalent structure. Hence acetic acid is more acidic than phenol.

Why is acetic acid stronger than phenol and ethanol?

Phenoxide ion is better stabilized by resonance than acetate ion. Acetate ion is better stabilized by resonance than phenoxide ion. Phenol is less solute in water than acetic acid.

Does a higher pKa mean more acidic?

In simple terms, pKa is a number that shows how weak or strong an acid is. A strong acid will have a pKa of less than zero. More precisely – pKa is the negative log base ten of the Ka value (acid dissociation constant). It measures the strength of an acid — how tightly a proton is held by a Bronsted acid.

Which acid has highest pKa value?

Therefore the release of H+ from the acid becomes easy, that means its acidic strength increases. Now higher the acidity, lighter is the value of Ka and lower is the value of pKa. Hence, benzoic acid has a higher pKa value among the four.