Dicarbonate

A dicarbonate, also known as a pyrocarbonate, is a chemical containing the divalent −O−C(=O)−O−C(=O)−O− or −C2O5− functional group, which consists of two carbonate groups sharing an oxygen atom. These compounds can be viewed as derivatives of the hypothetical compound dicarbonic acid, HO−C(=O)−O−C(=O)−OH or H2C2O5. Two important organic compounds containing this group are dimethyl dicarbonate H3C−C2O5−CH3 and di-tert-butyl dicarbonate (H3C−)3C−C2O5−C(−CH3)3.

Not to be confused with Bicarbonate.
Dicarbonate ion
Names
IUPAC name
Dicarbonate
Other names
Pyrocarbonate
Identifiers
3D model (JSmol)
MeSH pyrocarbonate
PubChem CID
  • InChI=1S/C2H2O5/c3-1(4)7-2(5)6/h(H,3,4)(H,5,6)/p-2
    Key: ZFTFAPZRGNKQPU-UHFFFAOYSA-L
SMILES
  • C(=O)([O-])OC(=O)[O-]
Properties
C2O2−5
Molar mass 104.017 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

It is one of the oxocarbon anions, consisting solely of oxygen and carbon. The anion has the formula −O−C(=O)−O−C(=O)−O− or C2O2−5. Dicarbonate salts are apparently unstable at ambient conditions, but can be made under pressure and may have a fleeting existence in carbonate solutions.

The term dicarbonate is sometimes used erroneously to refer to bicarbonate, the common name of the hydrogencarbonate anion HCO−3 or esters of the hydrogencarbonate functional group −O−C(=O)−OH. It is also sometimes used for chemicals that contain two carbonate units in their covalent structure or stoichiometric formula.

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