| Orthocarbonic acid | |
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orthocarbonic acid |
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Methanetetrol[1] (substitutive) |
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| Identifiers | |
| CAS number | 463-84-3 |
| PubChem | 9547954 |
| ChemSpider | 7826887 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | CH4O4 |
| Molar mass | 80.04 g mol−1 |
| Exact mass | 80.010958616 g mol-1 |
| Related compounds | |
| Related compounds | Dihydroxymethylidene |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Orthocarbonic acid or methanetetraol is the name given to a hypothetical compound with the chemical formula H4CO4 or C(OH)4. Its molecular structure consists of a single carbon atom bonded to four hydroxyl groups. It would be therefore a fourfold alcohol. In theory it could lose four protons to give the hypothetical oxocarbon anion CO44− (orthocarbonate), and is therefore considered an oxoacid of carbon.
The compound is believed to be highly unstable, decomposing spontaneously into carbonic acid monohydrate.[2][3]
Orthocarbonic acid is one of the group of carboxylic ortho acids that have the general structure of RC(OH)3.The term ortho acid is also used to refer to the most hydroxylated acid in a set of oxoacids.
By loss of one through 4 protons, orthocarbonic acid could yield four anions: H3CO4−, H2CO42−, HCO43−, and CO44−.
As of 2002, salts of these anions had yet to be observed. However, theoretical studies suggest that Na4CO4 might be stable[4]
The tetravalent moiety CO4 is found in stable organic compounds; they are formally esters of orthocarbonic acid, and therefore are called orthocarbonates. For example, ethyl orthocarbonate can be prepared by the reaction between chloropicrin and sodium ethoxide in ethanol.[5] Polyorthocarbonates are stable polymers that might have applications in absorbing organic solvents in waste treatment processes,[6] or in dental restorative materials.[7]