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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:
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

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T L Nguyen et al.
Journal of the American Chemical Society, 123(44), 11057-11064 (2001-11-01)
Ureas characteristically form one-dimensional hydrogen-bonded alpha-networks with a repeat distance of about 4.60 A. Oxamides form similar alpha-networks with a longer 5.05 A repeat distance. The urea of glycine and the oxamide of glycine were each cocrystallized with a series
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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)
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