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Potassium hydrogenoxalate

From Wikipedia, the free encyclopedia
Chemical compound, salt of sorrel
Potassium hydrogenoxalate
Names
IUPAC name
Potassium 2-hydroxy-2-oxoacetate
Other names
Potassium bioxalate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard100.004.431Edit this at Wikidata
UNII
  • InChI=1S/C2H2O4.K/c3-1(4)2(5)6;/h(H,3,4)(H,5,6);/q;+1/p-1 ☒N
    Key: JMTCDHVHZSGGJA-UHFFFAOYSA-M ☒N
  • InChI=1/C2H2O4.K/c3-1(4)2(5)6;/h(H,3,4)(H,5,6);/q;+1/p-1
    Key: JMTCDHVHZSGGJA-REWHXWOFAF
  • [K+].[O-]C(=O)C(=O)O
Properties
C2HKO4
Molar mass128.124 g·mol−1
AppearanceWhite crystalline solid
Odorodorless
Density2.0 g/cm3
2.5 g/100 g
Solubilityslightly soluble in alcohol
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
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Chemical compound

Potassium hydrogenoxalate is asalt with formula KHC2O4 or K+·HO2C-CO2. It is one of the most common salts of thehydrogenoxalate anion, and can be obtained by reactingpotassium hydroxide withoxalic acid in 1:1 mole ratio.

The salt is also known as:potassium hydrogen oxalate,potassium bioxalate,acid potassium oxalate, ormonobasic potassium oxalate. In older literature, it was also called:Salt of sorrel,[1]sorrel salt,sel d'oseille,[2][3]sal acetosella; or,inaccurately,salt of lemon (due to the similar acidic“lemony” taste of the ediblecommon sorrel orgarden sorrel)[4]

Potassium hydrogenoxalate occurs in some plants, notablysorrel. It is a commercial product used in photography, marble grinding, and removing ink stains.

Properties

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Theanhydrous product is a white, odorless, crystalline solid, hygroscopic and soluble in water (2.5 g/100 g at room temperature). The solutions are basic. Below 50 °C the much less soluble "potassium tetraoxalate"K+[C2HO4]·C2H2O4 forms and precipitates out of solution.[5]

The monohydrate KHC2O4·H2O starts losing the water at 100 °C.[6]

The anhydrous salt was found to have remarkableelastic anisotropy, due to itscrystal structure that consists of relatively rigid columns ofhydrogen-bonded hydrogenoxalate anions, joined into sheets byionic K–O bonds.[7]

Toxicity

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Potassium hydrogenoxalate is strongly irritating to eyes, mucoses and gastrointestinal tract. It may cause cardiac failure and death.[5]

See also

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References

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  1. ^"Die Net Dictionary: "Salt of Sorrel"". Archived fromthe original on 19 May 2012. Retrieved19 May 2012. (retrieved via Internet Archive)
  2. ^"Selency: Old bottle at pharmacy—'Salt of Sorrel". Salt of Sorrel labelled “sel d'oseille”.
  3. ^"Salt of Sorrel: labelled 'sel d'oseille'". Old dark-amber glass vial marked “sel d'oseille” with protective leaden cap.
  4. ^"kitchn™ It's Fresh, Green, and Super Tangy: Sorrel Is In Season!". “This fresh, “lemony” sourness has been highly prized in cuisines all over the world.”
  5. ^abChemicalBook (2007)Potassium binoxalate Product Description
  6. ^Mark Dugan (2009)Potassium binoxalate product data sheet Hummel Croton
  7. ^H. Koppers (1973),The Elastic Constants of Monoclinic Potassium Hydrogen Oxalate Acta Crystallographica,volume A29, p. 415
Compounds of theoxalate ion
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