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In , an amphoteric compound () is a or that can react both as an and as a base. What exactly this can mean depends on which definitions of acids and bases are being used.


Etymology and terminology
Amphoteric is derived from the Greek word amphoteroi (ἀμφότεροι) meaning "both". Related words in acid-base chemistry are amphichromatic and amphichroic, both describing substances such as which give one colour on reaction with an acid and another colour on reaction with a base.Penguin Science Dictionary 1994, Penguin Books


Amphiprotism
Amphiprotism is exhibited by compounds with both Brønsted acidic and basic properties. A prime example is H2O. Amphiprotic molecules can either or a (). (and ) are amphiprotic molecules because of their () and () groups.


Ampholytes
Ampholytes are ‒ molecules or ions that contain both acidic and basic . have both a basic group and an acidic group . Often such species exists as several structures in chemical equilibrium:

In approximately neutral (pH ≅ 7), the basic amino group is mostly protonated and the carboxylic acid is mostly deprotonated, so that the predominant species is the . The pH at which the average charge is zero is known as the molecule's isoelectric point. Ampholytes are used to establish a stable pH gradient for use in isoelectric focusing.

which react with both acids as well as bases to produce salts and water are known as amphoteric oxides. Many metals (such as , , , , and ) form amphoteric oxides or hydroxides. () is an example of an amphoteric oxide. Amphoterism depends on the of the oxide. Amphoteric oxides include lead(II) oxide and , among many others.


Amphiprotic molecules
According to the Brønsted-Lowry theory of acids and bases, acids are proton donors and bases are proton acceptors.
(2025). 9780130143297, Prentice Hall. .
An amphiprotic molecule (or ion) can either donate or accept a , thus acting either as an or a base. , , ion (or bicarbonate ion) , dihydrogen phosphate ion , and ion (or bisulfate ion) are common examples of amphiprotic species. Since they can donate a proton, all amphiprotic substances contain a hydrogen atom. Also, since they can act like an acid or a base, they are amphoteric.


Examples
The water molecule is amphoteric in aqueous solution. It can either gain a proton to form a ion , or else lose a proton to form a ion .
(2025). 9780495558286 .

Another possibility is the molecular autoionization reaction between two water molecules, in which one water molecule acts as an acid and another as a base.

The ion, , is amphoteric as it can act as either an acid or a base:

As an acid, losing a proton:
As a base, accepting a proton:
Note: in dilute aqueous solution the formation of the , , is effectively complete, so that hydration of the proton can be ignored in relation to the equilibria.

Other examples of inorganic polyprotic acids include anions of , and that have lost one or more protons. In organic chemistry and biochemistry, important examples include and derivatives of .

Although an amphiprotic species must be amphoteric, the converse is not true. For example, a metal oxide such as , ZnO, contains no hydrogen and so cannot donate a proton. Nevertheless, it can act as an acid by reacting with the hydroxide ion, a base:

Zinc oxide can also act as a base:


Oxides
(ZnO) reacts both with acids and with bases:
  • ZnO + \overset{acid}{H2SO4} -> ZnSO4 + H2O
  • ZnO + \overset{base}{2 NaOH} + H2O -> Na2Zn(OH)4
This reactivity can be used to separate different , for instance zinc(II), which dissolves in base, from manganese(II), which does not dissolve in base.

Lead oxide (PbO):

  • PbO + \overset{acid}{2 HCl} -> PbCl2 + H2O
  • PbO + \overset{base}{2 NaOH} + H2O -> Na2Pb(OH)4

Lead oxide ():

  • PbO2 + \overset{acid}{4 HCl} -> PbCl4 + 2H2O
  • PbO2 + \overset{base}{2 NaOH} + 2H2O -> Na2Pb(OH)6

():

  • Al2O3 + \overset{acid}{6 HCl} -> 2 AlCl3 + 3 H2O
  • Al2O3 + \overset{base}{2 NaOH} + 3 H2O -> 2 NaAl(OH)4 (hydrated )

(SnO):

  • SnO + \overset{acid}{2 HCl} <=> SnCl2 + H2O
  • SnO + \overset{base}{4 NaOH} + H2O <=> Na4Sn(OH)6

():

  • SnO2 + \overset{acid}{4 HCl} <=> SnCl4 + 2H2O
  • SnO2 + \overset{base}{4 NaOH} + 2H2O <=> Na4Sn(OH)8

Vanadium dioxide ():

  • VO2 + \overset{acid}{2 HCl} -> VOCl2 + H2O
  • 4 VO2 + \overset{base}{2 NaOH} -> Na2V4O9 + H2O

Some other elements which form amphoteric oxides are , , , , , , , , , , , , , , , and .


Hydroxides
Aluminium hydroxide is also amphoteric:
  • Al(OH)3 + \overset{acid}{3 HCl} -> AlCl3 + 3 H2O
  • Al(OH)3 + \overset{base}{NaOH} -> NaAl(OH)4

Beryllium hydroxide:

Chromium hydroxide:

  • Cr(OH)3 + \overset{acid}{3 HCl} -> CrCl3 + 3H2O
  • Cr(OH)3 + \overset{base}{NaOH} -> NaCr(OH)4


See also

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