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Sigma-Aldrich

Oxalic acid

98%

Synonym(s):

Ethanedioic acid

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About This Item

Linear Formula:
HO2CCO2H
CAS Number:
Molecular Weight:
90.03
Beilstein:
385686
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor density

4.4 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)

Assay

98%

form

powder or crystals

mp

189.5 °C (dec.) (lit.)

solubility

water: soluble 108 g/L at 25 °C

density

1.65 g/cm3 at 18.5 °C

SMILES string

OC(=O)C(O)=O

InChI

1S/C2H2O4/c3-1(4)2(5)6/h(H,3,4)(H,5,6)

InChI key

MUBZPKHOEPUJKR-UHFFFAOYSA-N

Gene Information

human ... SRC(6714)

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General description

Oxalic acid is a dicarboxylic acid used in dehydration, elimination, protection, deprotection, condensation, and decarboxylation reactions.

Oxalic acid is present as a potential impurity in some active pharmaceutical ingredients.

Application

Oxalic acid was used in determination of oxamic acid, oxalic acid, and oxamide in hydrophobic drug substance matrix by ion-exclusion chromatography. It was used in the synthesis of three-dimensionally ordered macroporous metal oxides or carbonates via templating with polystyrene spheres. It was employed as supporting electrolyte during electrochemical synthesis of polyaniline-polypyrrole composite coatings.

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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General synthesis of periodic macroporous solids by templated salt precipitation and chemical conversion.
Yan H, et al.
Chemistry of Materials, 12(4), 1134-1141 (2000)
Oxalic Acid
Hamilton GS
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Characterization of polyaniline-polypyrrole composite coatings on low carbon steel: a XPS and infrared spectroscopy study.
Rajagopalan R and Iroh JO.
Applied Surface Science, 218(1), 58-69 (2003)
L Yang et al.
Journal of pharmaceutical and biomedical analysis, 22(3), 487-493 (2000-04-15)
Oxalic acid, oxamic acid and oxamide are potential impurities in some active pharmaceutical ingredients (API). The retention and separation of oxalic and oxamic acids are particularly challenging using conventional reversed-phase HPLC due to their high polarity. An ion-exclusion chromatography (IEC)
R de Water et al.
American journal of kidney diseases : the official journal of the National Kidney Foundation, 33(4), 761-771 (1999-04-09)
Urinary calcium oxalate (CaOx) crystals and crystal agglomerates are normally harmlessly excreted, but in nephrolithiasis they are retained by tubular epithelial cells and shifted into the renal interstitium. This crystalline material induces an inflammatory response consisting of an increase in

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