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241172

Sigma-Aldrich

Oxalic acid

ReagentPlus®, ≥99%

Synonym(s):

Aktisal, Aquisal

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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:
24854466
NACRES:
NA.22

vapor density

4.4 (vs air)

Quality Level

200

vapor pressure

<0.01 mmHg ( 20 °C)

product line

ReagentPlus®

Assay

≥99%

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 present as potential impurity in some active pharmaceutical ingredients.

Application

Oxalic acid may be used as a catalyst to synthesize:
  • 2-aryl-1-arylmethyl-1H-benzimidazoles from o-phenylenediamine and aldehydes
  • 2-aryl-4,5-diphenyl-1H-imidazoles from benzyl/benzoin, ammonium acetate and aromatic aldehydes
  • bis-compounds of indole and 2-naphthol in an aqueous medium

Oxalic acid was used:
  • in the synthesis of hemicellulose hydrolysates of yellow poplars
  • in the synthesis of three-dimensionally ordered macroporous metal oxides or carbonates via templating with polystyrene spheres
  • as supporting electrolyte in the electrochemical synthesis of polyaniline-polypyrrole composite coatings

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

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)

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.
Chemistry of Materials, 12(4), 1134-1141 (2000)
One-pot efficient synthesis of 2-aryl-1-arylmethyl-1H-benzimidazoles and 2, 4, 5-triaryl-1H-imidazoles using oxalic acid catalyst
Kokare ND, et al.
Synthesis, 2007(18), 2829-2834 (2007)
Characterization of polyaniline?polypyrrole composite coatings on low carbon steel: a XPS and infrared spectroscopy study.
Applied Surface Science, 218(1), 58-69 (2003)
Oxalic acid as a catalyst for efficient synthesis of bis-(indolyl) methanes, and 14-aryl-14H-dibenzo [a, j] xanthenes in water
Kokare ND, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 19(10), 1186-1189 (2008)
Ly Thi Phi Trinh et al.
Bioresource technology, 161, 280-287 (2014-04-10)
An integrated detoxification process with electrodialysis (ED) followed by adsorption was performed to remove fermentation inhibitors from hemicellulose hydrolysates. The hydrolysates were prepared by oxalic acid pretreatment of yellow poplars at different temperatures. Of fermentation inhibitors, acetic acid showed high
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