Record Information
Creation date2015-10-09 22:32:01 UTC
Update date2017-01-19 02:36:33 UTC
FoodComEx IDPC000696
FoodDB RecordFDB003357
Chemical Information
NameOxalic acid
DescriptionPresent in many plants and vegetables. Toxin from rhubarb, especies the leaves but also present in the stems A strong dicarboxylic acid occurring in many plants and vegetables. It is produced in the body by metabolism of glyoxylic acid or ascorbic acid. It is not metabolized but excreted in the urine. It is used as an analytical reagent and general reducing agent. -- Pubchem; Bodily oxalic acid may also be synthesized via the metabolism of either glyoxylic acid or unused ascorbic acid (vitamin C), which is a serious health consideration for long term megadosers of vitamin C supplements. 80% of kidney stones are formed from calcium oxalate. Some Aspergillus species produce oxalic acid, which reacts with blood or tissue calcium to precipitate calcium oxalate. There is some preliminary evidence that the administration of probiotics can affect oxalic acid excretion rates (and presumably oxalic acid levels as well.) -- Wikipedia; Oxalate, the conjugate base of oxalic acid, is an excellent ligand for metal ions. It usually binds as a bidentate ligand forming a 5-membered MO2C2 ring. An illustrative complex is potassium ferrioxalate, K3[Fe(C2O4)3]. The drug Oxaliplatin exhibits improved water solubility relative to older platinum-based drugs, avoiding the dose-limiting side-effect of nephrotoxicity. Oxalic acid and oxalates can be oxidized by permanganate in an autocatalytic reaction.; Oxalic acid (IUPAC name: ethanedioic acid, formula H2C2O4) is a dicarboxylic acid with structure (HOOC)-(COOH). Because of the joining of two carboxyl groups, this is one of the strongest organic acids. It is also a reducing agent. The anions of oxalic acid as well as its salts and esters are known as oxalates. -- Wikipedia; Oxalic acid is an important reagent in lanthanide chemistry. Hydrated lanthanide oxalates form readily in strongly acid solution in a densely crystalline easily filtered form, largely free from contamination by non-lanthanide elements. Lanthanide oxalates figure importantly in commercial processing of lanthanides, and are used to recover lanthanides from solution after separation. Upon ignition, lanthanide oxalates are converted to the oxides, which are the most common form in which the lanthanides are marketed.; Oxalic acid is the chemical compound with the formula H2C2O4. This dicarboxylic acid is better described with the formula HOOCCOOH. It is a relatively strong organic acid, being about 3,000 times as strong as acetic acid. The di-anion, known as oxalate, is also a reducing agent as well as a ligand in coordination chemistry. Many metal ions form insoluble precipitates with oxalate, a prominent example being calcium oxalate, which is the primary constituent of the most common kind of kidney stones. Oxalic acid is found in many foods, some of which are lettuce, chinese chives, red beetroot, and cherry tomato.
CAS Number144-62-7
553-91-3 (DILITHIUM)biospider
Acido ossalicobiospider
Acidum oxalicumbiospider
Acidum Oxalicum-Injeel Forte Liq (D6-D200)biospider
Ammonium oxalate;Ethane-1,2-dioatebiospider
Clover aciddb_source
Ethane-1,2-dioic acidbiospider
Ethanedioic acidChEBI
Ethanedioic acid (9CI)biospider
Ethanedioic acid dihydratebiospider
Ethanedioic acid, 9CIdb_source
Ethanedionic acidbiospider
Kyselina stavelovaHMDB
Magnesium permanganatebiospider
Oxalate standard for icbiospider
Oxalic acid (8CI)biospider
Oxalic acid 2-Hydratebiospider
Oxalic acid anhydrousbiospider
Oxalic acid diammonium saltbiospider
Oxalic acid dihydratebiospider
Oxalic Acid, Cadmium Salt (1:1)biospider
Oxalicum 5dh-30chbiospider
Oxalicum acidumbiospider
Oxiric acidbiospider
Ultraplast Activate S 52biospider
Chemical FormulaC2H2O4
IUPAC nameoxalic acid
InChI IdentifierInChI=1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)
Isomeric SMILESOC(=O)C(O)=O
Average Molecular Weight90.0349
Monoisotopic Molecular Weight89.995308552
Chemical Taxonomy
Description Belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassDicarboxylic acids and derivatives
Direct ParentDicarboxylic acids and derivatives
Alternative Parents
  • Dicarboxylic acid or derivatives
  • Carboxylic acid
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Experimental logPNot Available
Experimental Water Solubility220 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Melting PointMp 101.5° (dihydrate)DFC
Foods of Origin
FoodContent Range AverageReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 1 .
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez
Commercial Vendors
AKSci H158
Glentham GK3343
MetaSci HMDB0002329
Sigma-Aldrich HMDB0002329
Toronto Research Chemicals O845120