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129593

Sigma-Aldrich

Malonamide

97%

Synonym(s):

Malonodiamide

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About This Item

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

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
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
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
Abbas Rahmati et al.
Molecular diversity, 17(3), 619-625 (2013-05-25)
A one-pot, five-component condensation reaction of isocyanide, Meldrum's acid, arylidene malononitrile, and two amine molecules in CH2Cl2 at ambient temperature to give malonamide derivatives is described.
Alok Rout et al.
Journal of hazardous materials, 221-222, 62-67 (2012-05-01)
The extraction behavior of U(VI), Pu(IV) and Am(III) from nitric acid medium by a solution of N,N-dimethyl-N,N-dioctyl-2-(2-hexyloxyethyl)malonamide (DMDOHEMA) in the room temperature ionic liquid, 1-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide (C(4)mimNTf(2)), was studied. The distribution ratio of these actinides in DMDOHEMA/C(4)mimNTf(2) was measured as

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