108-13-4

Name	Malonamide
CAS	108-13-4
EINECS(EC#)	203-553-8
Molecular Formula	C3H6N2O2
MDL Number	MFCD00008034
Molecular Weight	102.09
MOL File	108-13-4.mol

Chemical Properties

Appearance	White crystalline powder
Melting point	172-175 °C (lit.)
Boiling point	191.38°C (rough estimate)
density	1.3516 (rough estimate)
refractive index	1.5110 (estimate)
storage temp.	Sealed in dry,Room Temperature
solubility	Soluble in HCl.
form	powder to crystal
pka	7.00±0.70(Predicted)
color	White to Almost white
Water Solubility	180 g/L (20 ºC)
BRN	1751401
InChI	InChI=1S/C3H6N2O2/c4-2(6)1-3(5)7/h1H2,(H2,4,6)(H2,5,7)
InChIKey	WRIRWRKPLXCTFD-UHFFFAOYSA-N
SMILES	C(N)(=O)CC(N)=O
CAS DataBase Reference	108-13-4(CAS DataBase Reference)
NIST Chemistry Reference	Propanediamide(108-13-4)
EPA Substance Registry System	108-13-4(EPA Substance)

Safety Data

Safety Statements	S22:Do not breathe dust . S24/25:Avoid contact with skin and eyes . less more
WGK Germany	2
RTECS	ON9125000
TSCA	Yes
HS Code	29241900

Raw materials And Preparation Products

Hazard Information

Hazard

Mildly toxic by ingestion.

Description

Malonamide is a dicarboxylic acid diamide that is malonic acid in which both carboxy groups have been replaced by carbamoyl groups. It is functionally related to a malonic acid.

Chemical Properties

White crystalline powder

Uses

Malonamide is a reagent for fluorimetric determination of reducing carbohydrates. The malonamide-based ionic liquid extractant was used in the extraction of europium(iii) and other trivalent rare earth elements from nitric acid medium.

Uses

Malonamide is used in the synthesis of malonamic acid, malonamate and malonamide derivative of some heterocyclic compounds with antiinflammatory activity.

Definition

ChEBI: Malonamide is a dicarboxylic acid diamide that is malonic acid in which both carboxy groups have been replaced by carbamoyl groups. It is functionally related to a malonic acid.

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.

Synthesis

The synthesis of Malonamide is as follows:
A typical reaction was carried out in a 10 mL flask. Benzonitrile (2 mmol), CuII-4 ? (0.2 g), acetaldoxime (6 mmol) and MeOH (4 mL) were stirred at 65 °C for 4 h. The solid was filtered, washed with MeOH and the filtrate evaporated. The residue was subjected to GC-MS analysis and NMR spectroscopy. The filtered catalyst can be recycled after drying at about 150 °C for 1 h.
synthesis of Malonamide.png

Purification Methods

Crystallise the amide from water. [Beilstein 2 IV 1887.]

Material Safety Data Sheet(MSDS)

Spectrum Detail

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