O0376
Oxalic acid dihydrate
ReagentPlus®, ≥99.0% (GC)
Synonym(s):
Ethanedioic acid dihydrate
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All Photos(6)
About This Item
Linear Formula:
HO2CCO2H · 2H2O
CAS Number:
Molecular Weight:
126.07
Beilstein:
3679436
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39021701
PubChem Substance ID:
NACRES:
NA.21
vapor density
4.4 (vs air)
Quality Level
vapor pressure
<0.01 mmHg ( 20 °C)
product line
ReagentPlus®
Assay
≥99.0% (GC)
mp
104-106 °C (lit.)
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
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General description
Oxalic acid dihydrate (OAD) crystals are reported to be monoclinic with P21/n space group. The electron density of OAD has been obtained using X-ray diffraction studies under high resolution.
Application
Oxalic acid dihydrate may be used:
- As a catalyst in the preparation of tetrahydroquinoline derivatives via imino Diels-Alder reaction.
- As a homogeneous catalyst in the preparation of highly functionalized piperidines via multi-component reaction.
- As an oxidant for the formation of triazolinediones from corresponding urazoles and bisurazoles via oxidation.
- In the transformation of thiols to nitrosothiols by reacting with sodium nitrite.
Legal Information
ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany
Signal Word
Danger
Hazard Statements
Precautionary 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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Charge density studies on small organic molecules around 20 K: oxalic acid dihydrate at 15 K and acetamide at 23 K.
Zobel D, et al.
Acta Crystallographica Section B, Structural Science, 48(6), 837-848 (1992)
A Convenient Method for the Oxidation of Urazoles to Their Corresponding Triazolinediones Under Mild and Heterogeneous Conditions with Sodium Nitrite and Oxalic Dihydrate.
Zolfigolo MA and Mallakpour SE.
Synthetic Communications, 29(22), 4061-4069 (1999)
One-pot five-component synthesis of highly functionalized piperidines using oxalic acid dihydrate as a homogenous catalyst.
Sajadikhah SS, et al.
Chinese Chemical Letters = Zhongguo Hua Xue Kuai Bao, 23(5), 569-572 (2012)
An Efficient Method for Production and Storage of Unstable S-Nitrosothiols Under Mild and Heterogeneous Condition with Sodium Nitrite and Oxalic Acid Dihydrate.
Zolfigol MA, et al.
Synthetic Communications, 29(13), 2277-2280 (1999)
Imino Diels-Alder reactions catalyzed by oxalic acid dihydrate. Synthesis of Tetrahydroquinoline derivatives.
Nagarajan R and Perumal PT.
Synthetic Communications, 31(11), 1733-1736 (2001)
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