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Orthocarbonic acid : ウィキペディア英語版
Orthocarbonic acid

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Orthocarbonic acid or methanetetrol 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.
Orthocarbonic acid is highly unstable, decomposing spontaneously into carbonic acid monohydrate:〔S. Bohm, D. Antipova, J. Kuthan (1997) "A Study of Methanetetraol Dehydration to Carbonic Acid". ''International Journal of Quantum Chemistry'', volume 62, pages 315–322 〕〔(Carboxylic Acids and Derivatives ) IUPAC Recommendations on Organic & Biochemical Nomenclature〕
: H4CO4 → H2CO3 + H2O.
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.
==Orthocarbonate anions==
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.〔Musstafa Al-Shemali and Alexander I. Boldyre (2002), "Search for Ionic Orthocarbonates: Ab Initio Study of Na4CO4". ''J. Phys. Chem. A'', volume 106, issue 38, pages 8951–8954 〕

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