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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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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

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