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O0376

Sigma-Aldrich

Oxalic acid dihydrate

ReagentPlus®, ≥99.0% (GC)

Sinonimo/i:

Ethanedioic acid dihydrate

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About This Item

Formula condensata:
HO2CCO2H · 2H2O
Numero CAS:
Peso molecolare:
126.07
Beilstein:
3679436
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
eCl@ss:
39021701
ID PubChem:
NACRES:
NA.21

Densità del vapore

4.4 (vs air)

Livello qualitativo

Tensione di vapore

<0.01 mmHg ( 20 °C)

Nome Commerciale

ReagentPlus®

Saggio

≥99.0% (GC)

Punto di fusione

104-106 °C (lit.)

Stringa SMILE

[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
GEVPUGOOGXGPIO-UHFFFAOYSA-N

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Descrizione generale

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.

Applicazioni

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.

Note legali

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

Pittogrammi

CorrosionExclamation mark

Avvertenze

Danger

Indicazioni di pericolo

Classi di pericolo

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Eye Dam. 1

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 1

Dispositivi di protezione individuale

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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