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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:
144-62-7
Molecular Weight:
90.03
Beilstein:
385686
EC Number:
205-634-3
MDL number:
MFCD00002573
UNSPSC Code:
12352100
PubChem Substance ID:
24851633
NACRES:
NA.22

vapor density

4.4 (vs air)

Quality Level

200

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
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302 + H312,H318

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)

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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)
Oxalic Acid
Hamilton GS
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
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)
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 Shapiro et al.
Transplantation, 72(3), 428-432 (2001-08-15)
The appropriate use of liver transplantation in children with type-1 primary hyperoxaluria (PH-1) is not well established. We reviewed our experience with 36 children with PH-1, including 12 who underwent liver transplantation. From 1989-1998, 36 children from 10 families in
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