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Key Documents

O9328

Sigma-Aldrich

Oxamide

98%

Synonym(s):

Oxalic acid diamide

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About This Item

Linear Formula:
NH2COCONH2
CAS Number:
Molecular Weight:
88.07
Beilstein:
1743262
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

powder

mp

>300 °C (lit.)

SMILES string

NC(=O)C(N)=O

InChI

1S/C2H4N2O2/c3-1(5)2(4)6/h(H2,3,5)(H2,4,6)

InChI key

YIKSCQDJHCMVMK-UHFFFAOYSA-N

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Application

Oxamide can be used:
  • As a precursor for the synthesis of ligands such as bis(benzimidazole) and Schiff base ligands formed by condensation with furfural.
  • Carbon nitride (g-C3N4) nanotubes by self-assembly polymerization with urea.
  • As a bridging ligand for the synthesis of binuclear IrIII complex [Ir22-oxamidato-N,N′,O,O′)(ptpy)4], ptpy = 2-(p-tolyl)pyridinato.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Bis (benzimidazole) as supramolecular building block in manganese (IV) chemistry
Samol'ova E, et al.
Journal of Molecular Structure, 1176, 366-375 (2019)
E Armelin et al.
The Journal of organic chemistry, 66(24), 8076-8085 (2001-11-28)
The conformational properties of the oxalamide group and crystal structure of several polyoxalamides have been investigated by computational methods. First, a detailed quantum mechanical study of the conformational preferences of N,N'-dimethyloxalamide is reported. Results, which were obtained at the MP2/6-31G(d)
Li-Na Zhu et al.
Inorganic chemistry, 46(4), 1297-1304 (2007-01-25)
Four heteronuclear complexes Mn(CuL)2(SCN)2 (1), {[Mn(CuL)2(mu-dca)2].2H2O}n (2), Zn(CuL)2(SCN)2 (3), and [Fe(CuL)(N3)2]2 (4) incorporating macrocyclic oxamide ligands have been synthesized and structurally characterized. L is the dianion of diethyl 5,6,7,8,15,16-hexahydro-6,7-dioxodibenzo[1,4,8,11]-tetraazacyclotetradecine-13,18-dicarboxylate, and dca is the dicyanamide. The structure of 1 or 3
Synthesis and Molecular Structure of the New Green Emitting Complex [Ir2(?2-oxamidato-N, N?, O, O?)(2-(p-tolyl)pyridinato)4]
Graf M, et al.
Zeitschrift fur Anorganische und Allgemeine Chemie, 639(7), 1090-1094 (2013)
Sergey P Gavrish et al.
Dalton transactions (Cambridge, England : 2003), (41)(41), 4708-4714 (2007-10-18)
A comparison of the molecular structure of related nickel(II) complexes of the open-chain and 13-membered macrocyclic oxamide-derived ligands NiL(1).4H2O and NiL(2).3H2O revealed that the formation of an additional 6-membered chelate ring in the complex results in rather small changes in

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