Dihydroxymalonic acid

Dihydroxymalonic acid
Names
Preferred IUPAC name
Dihydroxypropanedioic acid
Other names
Mesoxalic acid monohydrate
Oxomalonic acid monohydrate
Ketomalonic acid monohydrate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.008.372
UNII
  • InChI=1S/C3H4O6/c4-1(5)3(8,9)2(6)7/h8-9H,(H,4,5)(H,6,7) Y
    Key: VUCKYGJSXHHQOJ-UHFFFAOYSA-N Y
  • InChI=1/C3H4O6/c4-1(5)3(8,9)2(6)7/h8-9H,(H,4,5)(H,6,7)
    Key: VUCKYGJSXHHQOJ-UHFFFAOYAF
  • C(=O)(C(C(=O)O)(O)O)O
  • O=C(O)C(O)(O)C(=O)O
Properties
C3H4O6
Molar mass 136.059 g·mol−1
Melting point 119 to 120 °C (246 to 248 °F; 392 to 393 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Dihydroxymalonic acid is an organic compound with formula C3H4O6 or HO-(C=O)-C(OH)2-(C=O)-OH, found in some plants such as alfalfa and in beet molasses.

The compound is also called dihydroxymesoxalic acid and dihydroxypropanedioic acid. It can be viewed as a hydrate derivative of mesoxalic acid, and is often called mesoxalic acid monohydrate and similar names. This compound is unusual in containing stable geminal hydroxy groups.

Dihydroxymalonic acid is a water-soluble white solid. It crystallizes in deliquescent prisms that melt between 113 °C and 121 °C without loss of water. It has been used in medical research as a hypoglycemic agent and was patented in the United States in 1997 as a fast-acting antidote to cyanide poisoning.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.