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O9328

Sigma-Aldrich

Oxamide

98%

Synonym(s):

Oxalic acid diamide

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About This Item

Linear Formula:
NH2COCONH2
CAS Number:
471-46-5
Molecular Weight:
88.07
Beilstein:
1743262
EC Number:
207-442-5
MDL number:
MFCD00008007
UNSPSC Code:
12352100
PubChem Substance ID:
24898068
NACRES:
NA.22

Quality Level

100

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 [Ir2(μ2-oxamidato-N,N′,O,O′)(ptpy)4], ptpy = 2-(p-tolyl)pyridinato.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319

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

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB1221
STBK3967
STBJ3742
STBJ3491
STBJ0640

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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)
Bis (benzimidazole) as supramolecular building block in manganese (IV) chemistry
Samol'ova E, et al.
Journal of Molecular Structure, 1176, 366-375 (2019)
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
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)
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