O0376

Oxalic acid dihydrate

ReagentPlus^®, ≥99.0% (GC)

• Synonym(s): Ethanedioic acid dihydrate
• Linear Formula: HO₂CCO₂H · 2H₂O
• CAS Number: 6153-56-6
• Molecular Weight: 126.07
• Beilstein/REAXYS Number: 3679436
• EC Number: 205-634-3
• MDL number: MFCD00149102
• UNSPSC Code: 12352100
• eCl@ss: 39021701
• PubChem Substance ID: 57654475
• NACRES: NA.21

Properties

• vapor density: 4.4 (vs air)
• Quality Level: 200
• vapor pressure: <0.01 mmHg ( 20 °C)
• product line: ReagentPlus^®
• assay: ≥99.0% (GC)
• mp: 104-106 °C (lit.)
• functional group: carboxylic acid
• SMILES string: [H]O[H].[H]O[H].OC(=O)C(O)=O
• InChI: 1S/C2H2O4.2H2O/c3-1(4)2(5)6;;/h(H,3,4)(H,5,6);2*1H2
• InChI key: GEVPUGOOGXGPIO-UHFFFAOYSA-N

Description

General description

Oxalic acid dihydrate (OAD) crystals are reported to be monoclinic with P2₁/n space group.[1] The electron density of OAD has been obtained using X-ray diffraction studies under high resolution.[2]

Application

Oxalic acid dihydrate may be used:

• As a catalyst in the preparation of tetrahydroquinoline derivatives via imino Diels-Alder reaction.[3]
• As a homogeneous catalyst in the preparation of highly functionalized piperidines via multi-component reaction.[4]
• As an oxidant for the formation of triazolinediones from corresponding urazoles and bisurazoles via oxidation.[5]
• In the transformation of thiols to nitrosothiols by reacting with sodium nitrite.[6]

Legal Information

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

Safety Information

• pictograms: GHS05,GHS07
• signalword: Danger
• hcodes: H302 + H312,H318
• pcodes: P264 - P280 - P301 + P312 - P302 + P352 + P312 - P305 + P351 + P338 - P362 + P364
• Hazard Classifications: Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• ppe: dust mask type N95 (US), Eyeshields, Gloves