peroxycarbonate
{{short description|Polyatomic anion}}
{{Chembox
| Name = α-Peroxycarbonate
| ImageFile = Peroxycarbonate.svg
| ImageSize = 125px
| PIN = Oxidocarbonate
| SystematicName = Oxocarbonate
| OtherNames = Peroxycarbonate (Peroxocarbonate)
Percarbonate
Peroxidocarboxylate
Peroxidoformate
Dioxidan-2-idecarboxylate
| Section1 = {{Chembox Identifiers
| CASNo = 34099-49-5
| CASNo_Ref = {{Cascite|changed|EPA}}
| ChEBI =
| ChEMBL =
| ChemSpiderID = 23255841
| DrugBank =
| EC_number =
| KEGG =
| MeSHName =
| PubChem = 15793132
| StdInChI = 1S/CH2O4/c2-1(3)5-4/h4H,(H,2,3)/p-2
| StdInChIKey = MMCOUVMKNAHQOY-UHFFFAOYSA-L
| SMILES = C(=O)([O-])O[O-]
}}
| Section2 = {{Chembox Properties
| C=1|O=4|Formula_Charge=2-
| MolarMass = 76.01 g/mol
}}
| Section3 = {{Chembox Hazards
| MainHazards =
}}
}}
In chemistry, peroxycarbonate (sometimes peroxocarbonate, IUPAC name: oxocarbonate or oxidocarbonate) or percarbonate is a divalent anion with formula {{chem|CO|4|2−}}. It is an oxocarbon anion that consists solely of carbon and oxygen. It is the anion of peroxycarbonic acid{{cite journal | title = Die Existenz echter Percarbonate und ihre Unterscheidung von Carbonaten mit Krystall-Wasserstoffsuperoxyd | year = 1909 | last1 = Riesenfeld | first1 = E. H. | last2 = Reinhold | first2 = B. | journal = Berichte der Deutschen Chemischen Gesellschaft | volume = 42 | issue = 4 | pages = 4377–4383 | doi = 10.1002/cber.19090420428 | url = https://zenodo.org/record/1426373 }}{{cite journal | title = Isomere Percarbonate | year = 1911 | last1 = Riesenfeld | first1 = E. H. | last2 = Mau | first2 = W. | journal = Berichte der Deutschen Chemischen Gesellschaft | volume = 44 | issue = 3 | pages = 3595–3605 | url = https://zenodo.org/record/1426455 | doi = 10.1002/cber.191104403244 }} also called hydroperoxyformic acid,{{cite web |title=Hydroperoxyformic acid |url=https://www.chembk.com/en/chem/Hydroperoxyformic%20acid |website=ChemBK}} {{chem2|HO\sO\sCO\sOH}}.
The peroxycarbonate anion is formed, together with peroxydicarbonate {{chem2|C2O6(2-)}}, at the negative electrode during electrolysis of molten lithium carbonate.{{cite journal | doi = 10.1021/jp035749l | title = First Spectroscopic Observation of Peroxocarbonate/ Peroxodicarbonate in Molten Carbonate | year = 2004 | last1 = Chen | first1 = Li-Jiang | last2 = Lin | first2 = Chang-Jian | last3 = Zuo | first3 = Juan | last4 = Song | first4 = Ling-Chun | last5 = Huang | first5 = Chao-Ming | journal = The Journal of Physical Chemistry B | volume = 108 | issue = 23 | pages = 7553–7556 }} Lithium peroxycarbonate can be produced also by combining carbon dioxide {{CO2}} with lithium hydroxide in concentrated hydrogen peroxide {{chem2|H2O2}} at −10 °C.{{cite journal | doi = 10.1007/BF00922073| title = Synthesis and some properties of lithium peroxocarbonate| year = 1975| last1 = Firsova| first1 = T. P.| last2 = Kvlividze| first2 = V. I.| last3 = Molodkina| first3 = A. N.| last4 = Morozova| first4 = T. G.| journal = Bulletin of the Academy of Sciences of the USSR, Division of Chemical Science| volume = 24| issue = 6| pages = 1318–1319}}
Electrolysis of a solution of lithium carbonate at -30° to -40 °C yields a solution of the Lithium percarbonate, which can liberate iodine from potassium iodide instantaneously. The crystalline salt has not been isolated.
The peroxycarbonate anion has been proposed as an intermediate to explain the catalytic effect of {{chem2|CO2}} on the oxidation of organic compounds by {{chem2|O2}}.{{Citation|last1=Park|first1=Sang-Eon|title=New CO2 chemistry – Recent advances in utilizing CO2 as an oxidant and current understanding on its role|date=2004|journal=Studies in Surface Science and Catalysis|volume=153|pages=303–314|series=Carbon Dioxide Utilization for Global Sustainability|publisher=Elsevier|doi=10.1016/s0167-2991(04)80269-6|last2=Yoo|first2=Jin S.|isbn=9780444516008}}
The potassium and rubidium salts of the monovalent hydrogenperoxycarbonate anion (aka. hydroxycarbonate, biperoxycarbonate) {{chem2|H\sO\sO\sCO2-}} have also been obtained.Mimoza Gjikaj (2001), [http://deposit.ddb.de/cgi-bin/dokserv?idn=965432807&dok_var=d1&dok_ext=pdf&filename=965432807.pdf "Darstellung und strukturelle Charakterisierung neuer Alkali- bzw. Erdalkalimetallperoxide, -hydrogenperoxide, -peroxocarbonate und -peroxohydrate"] {{webarchive|url=https://web.archive.org/web/20120225022211/http://deposit.ddb.de/cgi-bin/dokserv?idn=965432807&dok_var=d1&dok_ext=pdf&filename=965432807.pdf |date=2012-02-25 }}. Doctoral Thesis, University of Köln. 115 pages.{{Cite journal|last1=Adam|first1=Arnold|last2=Mehta|first2=Mathias|date=1998|title=KH(O2)CO2·H2O2—An Oxygen-Rich Salt of Monoperoxocarbonic Acid|journal=Angewandte Chemie International Edition|language=en|volume=37|issue=10|pages=1387–1388|doi=10.1002/(SICI)1521-3773(19980605)37:10<1387::AID-ANIE1387>3.0.CO;2-3 |pmid=29710903|issn=1521-3773}}M. Mehta and A. Adam (1998), Z. Kristallogr., Suppl. Issue 15 p. 53. Cited by Gjikaj.M. Mehta and A. Adam (1998), Z. Kristallogr., Suppl. Issue 15 p. 46. Cited by Gjikaj.
See also
- Sodium percarbonate, actually a perhydrate of sodium carbonate.
- Sodium peroxycarbonate
- Orthocarbonate anion {{chem|CO|4|4−}}
- Dipropyl peroxydicarbonate