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658537

Sigma-Aldrich

Oxalic acid

purified grade, 99.999% trace metals basis

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:
24884364
NACRES:
NA.22

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

658537-100G:4548173226927
658537-BULK:
658537-25G:4548173226934
658537-VAR:
658537-1KG:

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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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)
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)
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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