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About This Item
Linear Formula:
HO2CCO2H · 2H2O
CAS Number:
Molecular Weight:
126.07
NACRES:
NA.21
PubChem Substance ID:
eCl@ss:
39021701
UNSPSC Code:
12352100
EC Number:
205-634-3
MDL number:
Beilstein/REAXYS Number:
3679436
Assay:
≥99.0% (GC)
Product Name
Oxalic acid dihydrate, ReagentPlus®, ≥99.0% (GC)
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.)
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
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
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1
Storage Class
11 - Combustible Solids
wgk
WGK 1
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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)
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)
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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| O0376-500G | 04061834212584 |
| O0376-3KG | 04061832750835 |
| O0376-100G | 04061834212546 |
| O0376-1KG | 04061826196519 |
| O0376-10MG | 04061834212560 |

