Dicarbonate
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Names | |
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IUPAC name
Carboxylato carbonate
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Other names
Pyrocarbonate
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Identifiers | |
3D model (JSmol)
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MeSH | pyrocarbonate |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C2O5−2 (Basic formula) | |
Molar mass | 104.02 g/mol |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
Infobox references | |
![](http://upload.wikimedia.org/wikipedia/commons/thumb/5/55/Dicarbonate-ester-2D.png/220px-Dicarbonate-ester-2D.png)
![](http://upload.wikimedia.org/wikipedia/commons/thumb/3/31/Bis%28trifluoromethyl%29-dicarbonate-from-xtal-2005-3D-balls.png/220px-Bis%28trifluoromethyl%29-dicarbonate-from-xtal-2005-3D-balls.png)
In organic chemistry, a dicarbonate, also known as a pyrocarbonate, is a compound containing the divalent [−O−(C=O)−O−(C=O)−O−] or −C
2O
5− functional group, which consists of two carbonate groups sharing an oxygen atom. These compounds can be viewed as double esters of a hypothetical dicarbonic acid, H
2C
2O
5 or HO−(C=O)−O−(C=O)−OH. Two important examples are dimethyl dicarbonate H3C−C2O5−CH3 and di-tert-butyl dicarbonate (H3C−)3C−C2O5−C(−CH3)3.
It is one of the oxocarbon anions, consisting solely of oxygen and carbon. Dicarbonate salts are apparently unstable but may have a fleeting existence in carbonate solutions.[2]
The term "dicarbonate" is sometimes used erroneously to refer to bicarbonate, the common name of the hydrogencarbonate anion HCO−
3 or organic group the ROCO2H.
See also[]
- Oxalate
- Peroxodicarbonate
- Pyrophosphate
- Pyrosulfate
- Tricarbonate
References[]
- ^ Plácido García; Helge Willner; Maximiliano Burgos Paci; Gustavo A. Argüello; Thorsten Berends (2005). "Bis(trifluoromethyl)dicarbonate, CF3OC(O)OC(O)OCF3". 126 (6): 984–990. doi:10.1016/j.jfluchem.2005.05.002.
- ^ Zeller, Klaus-Peter; Schuler, Paul; Haiss, Peter (2005). "The hidden equilibrium in aqueous sodium carbonate solutions: Evidence for the formation of the dicarbonate anion". Eur. J. Inorg. Chem. 2005 (1): 168–172. doi:10.1002/ejic.200400445.
- Oxyanions
- Carbonate esters
- Functional groups
- Dicarbonates