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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

Certificates of Analysis (COA)

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Alok Rout et al.
Dalton transactions (Cambridge, England : 2003), 43(4), 1862-1872 (2013-11-22)
A new non-fluorinated malonamide-based ionic liquid extractant was synthesized and investigated for the extraction behavior of europium(III) and other trivalent rare-earth ions from nitric acid medium. The extractant was the functionalized ionic liquid trihexyl(tetradecyl)phosphonium N,N,N',N'-tetra(2-ethylhexyl)malonate, [P66614][MA], and it was used
Ranjeet A Dhokale et al.
Organic letters, 14(15), 3994-3997 (2012-07-27)
A facile, fluoride-induced transition-metal-free chemoselective α-arylation of β-dicarbonyl compounds (malonamide esters) at room temperature using aryne intermediates has been demonstrated. Selective mono- or diarylation and generation of a quaternary benzylic stereocenter have also been achieved. The methodology will be highly
Suban K Sahoo et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 63(3), 574-586 (2005-07-19)
A new dipodal ligand, N,N'-bis{2-[(2-hydroxybenzylidine)amino]ethyl}malonamide (BHAEM) was synthesized by Schiff base condensation of N,N'-bis(2-aminoethyl)malonamide with two equivalent of salicylaldehyde and characterized on the basis of elemental analyses and various spectral (UV-vis, IR, (1)H NMR and (13)C NMR) data. The complexation
Amélie Banc et al.
The journal of physical chemistry. B, 115(6), 1376-1384 (2011-01-22)
In this paper we used a surfactant-stabilized lyotropic lamellar model system to study the interfacial behavior of an ion-extracting agent: N(1),N(3) dimethyl-N(1),N(3)-dibutyl-2-tetradecylmalonamide (DMDBTDMA). An analysis of small-angle X-ray scattering (SAXS) and polarized attenuated total reflectance-Fourier transform infrared (ATR-FTIR) data enabled
Mi-Hyun Kim et al.
Organic letters, 12(12), 2826-2829 (2010-05-27)
A new enantioselective synthetic method of (-)-paroxetine is reported. (-)-Paroxetine could be obtained in 15 steps (95% ee and 9.1% overall yield) from N,N-bis(p-methoxyphenyl)malonamide tert-butyl ester via the enantioselective phase-transfer catalytic alkylation and the diastereoselective Michael addition as the key

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