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Sigma-Aldrich

Oxalic acid

purified grade, 99.999% trace metals basis

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Synonym(s):
Ethanedioic acid
Linear Formula:
HO2CCO2H
CAS Number:
144-62-7
Molecular Weight:
90.03
Beilstein:
385686
EC Number:
205-634-3
MDL number:
MFCD00002573
PubChem Substance ID:
24884364

grade

purified grade

Quality Level

200

vapor density

4.4 (vs air)

vapor pressure

<0.01 mmHg ( 20 °C)

Assay

99.999% trace metals basis

form

powder or crystals

technique(s)

liquid chromatography (LC): suitable

mp

189.5 °C (dec.) (lit.)

solubility

water: soluble ~108 g/L at 25 °C

density

1.9 g/cm3 at 25 °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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Application

Oxalic acid is a dicarboxylic acid used in the synthesis of various synthetic intermediates and organic compounds. Some of the examples are:
  • It is used as a reducing agent in the preparation of graphene from graphene oxide.
  • It can be used as a ligand in the synthesis of several organometallic complexes and metal-organic frameworks.
  • Additionally, it can also be used in textile treatment, metal treatment, tanning and bleaching leather.

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

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Series of Ag (I) coordination complexes derived from aminopyrimidyl ligands and dicarboxylates: syntheses, crystal structures, and properties.
Sun, Di et al.
Crystal Growth & Design, 10(8), 3699-3709 (2010)
One-, two-, and three-dimensional lanthanide complexes constructed from pyridine-2, 6-dicarboxylic acid and oxalic acid ligands.
Liu, Mao-Sheng et al.
Crystal Growth & Design, 8(11), 4083-4091 (2008)
Synthesis of graphene nanosheets via oxalic acid-induced chemical reduction of exfoliated graphite oxide.
Song, Peng et al.
Royal Society of Chemistry Advances, 2(3), 1168-1173 (2012)
Alexander Wurzer et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 61(5), 735-742 (2019-12-22)
When we critically assess the reason for the current dominance of 68Ga-labeled peptides and peptide-like ligands in radiopharmacy and nuclear medicine, we have to conclude that the major advantage of such radiopharmaceuticals is the apparent lack of suitable 18F-labeling technologies
Oxalic acid.
Ullmann's Encyclopedia of Industrial Chemistry (2000)
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