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Key Documents

194131

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

functional group

carboxylic acid

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

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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)
Xianlai Zeng et al.
Journal of hazardous materials, 295, 112-118 (2015-04-22)
With the booming of consumer electronics (CE) and electric vehicle (EV), a large number of spent lithium-ion battery (LIBs) have been generated worldwide. Resource depletion and environmental concern driven from the sustainable industry of CE and EV have motivated spent

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