Hydrogenoxalate

Hydrogenoxalate
Names
	IUPAC name 2-Hydroxy-2-oxoacetate
	Systematic IUPAC name 2-Hydroxy-2-oxoethanoate
	Other names Bioxalate; Hydrogen oxalate; Hydrogenoxalate;
Identifiers
CAS Number	920-52-5 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	3601755
ChEBI	CHEBI:46904;
Gmelin Reference	49515
PubChem CID	3716971;
CompTox Dashboard (EPA)	DTXSID8043785 ;
	InChI InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)/p-1 Key: MUBZPKHOEPUJKR-UHFFFAOYSA-M;
	SMILES C(=O)(C(=O)[O-])O;
Properties
Chemical formula	HC2O−4
Molar mass	89.026 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

Hydrogenoxalate or hydrogen oxalate (IUPAC name: 2-Hydroxy-2-oxoacetate) is an anion with chemical formula HC₂O−4 or HO−C(=O)−CO−2, derived from oxalic acid by the loss of a single proton; or, alternatively, from the oxalate anion C₂O2−4 by addition of a proton. The name is also used for any salt containing this anion. Especially in older literature, hydrogenoxalates may also be referred to as bioxalates, acid oxalates, or monobasic oxalates. Hydrogenoxalate is amphoteric, in that it can react both as an acid or a base.

Well characterized salts include sodium hydrogenoxalate (NaHC₂O₄),^[2]^[3] potassium hydrogenoxalate (KHC₂O₄),^[4] ammonium hydrogenoxalate ([NH₄]⁺HC₂O−4), rubidium hydrogenoxalate (RbHC₂O₄)^[5] and dimethylammonium hydrogenoxalate ([(CH₃)₂NH]⁺HC₂O−4).^[6]

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[1] ttps://pubchem.ncbi.nlm.nih.gov/compound/3716971#section=IUPAC-Name&fullscreen=true

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[Delaplane-3] Cite error: The named reference Delaplane was invoked but never defined (see the help page).

[RoyalSoc-4] Cite error: The named reference RoyalSoc was invoked but never defined (see the help page).

[Hamadene-5] Cite error: The named reference Hamadene was invoked but never defined (see the help page).

[Diallo-6] Cite error: The named reference Diallo was invoked but never defined (see the help page).

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Names

IUPAC name 2-Hydroxy-2-oxoacetate^[1]
Systematic IUPAC name 2-Hydroxy-2-oxoethanoate
Other names Bioxalate Hydrogen oxalate Hydrogenoxalate
Identifiers
CAS Number	920-52-5^N
3D model (JSmol)	Interactive image
Beilstein Reference	3601755
ChEBI	CHEBI:46904
Gmelin Reference	49515
PubChem CID	3716971
CompTox Dashboard (EPA)	DTXSID8043785
InChI InChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)/p-1 Key: MUBZPKHOEPUJKR-UHFFFAOYSA-M
SMILES C(=O)(C(=O)[O-])O
Properties
Chemical formula	HC₂O−4
Molar mass	89.026 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