All Photos(2)
Synonym(s):
Malonodiamide
Linear Formula:
CH2(CONH2)2
CAS Number:
Molecular Weight:
102.09
Beilstein:
1751401
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
form
solid
mp
172-175 °C (lit.)
fluorescence
λex 367 nm; λem 445 nm (α-keto acid adduct)
SMILES string
NC(=O)CC(N)=O
InChI
1S/C3H6N2O2/c4-2(6)1-3(5)7/h1H2,(H2,4,6)(H2,5,7)
InChI key
WRIRWRKPLXCTFD-UHFFFAOYSA-N
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General description
The malonamide derivatives are obtained by the one-pot, five-component condensation reaction of isocyanide, Meldrum′s acid, arylidene malononitrile, and two amine molecules in CH2Cl2.
Application
The malonamide-based ionic liquid extractant was used in the extraction of europium(iii) and other trivalent rare-earth ions from nitric acid medium.
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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M M Schiavoni et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 56A(8), 1533-1541 (2000-07-25)
The conformational and tautomeric compositions of malonamide, NH2-C(O)-CH2-C(O)-NH2 were determined by vibrational spectroscopy and theoretical calculations (HF/6-31G*, B3PW91/6-31G*). Solid state Fourier transform infrared and Raman spectra were analysed. They reveal the existence of a diketo tautomer. Theoretical calculations predict a
Ana G Neo et al.
Molecular diversity, 15(2), 529-539 (2010-09-03)
A general synthesis of 1,3-dicarbonylic compounds using multicomponent reactions of isocyanides is described. The process involves a Passerini three-component condensation of glyoxal derivatives, isocyanides and acetic acid, followed by metal mediated reductive or solvolytic removal of the acid component. Noteworthy
M J Barlow et al.
Solid state nuclear magnetic resonance, 1(4), 197-204 (1992-11-01)
Methyl tunnel frequencies, measured at 4 K, are found to be 455 +/- 8 kHz in methyl malonamide and 496 +/- 8 kHz in methyl ethyl ketone. The first is unaffected by deuteration of the amide groups. Measurements of the
Romain Diss et al.
Physical chemistry chemical physics : PCCP, 7(2), 264-272 (2005-01-21)
According to molecular dynamics simulations, uncomplexed malonamide ligands L and their neutral Eu(NO3)3L2 or charged EuL4(3+) complexes are surface active and adsorb at a water-"oil" interface, where "oil" is modeled by chloroform. Aqueous solvation at the interface is found to
Jacqueline C Hargis et al.
Journal of the American Chemical Society, 130(51), 17471-17478 (2008-12-04)
A systematic study of various derivatives of malonaldehyde has been carried out to explore very short hydrogen bonds (r(OO) < 2.450 A). Various electron-withdrawing groups, including CN, NO(2), and BH(2), have been attached to the central carbon atom, C(2). To
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