Malonamide Chemical Properties

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.

pka

7.00±0.70(Predicted)

form 

powder to crystal

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

Propanediamide (108-13-4)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

2

RTECS 

ON9125000

TSCA 

Yes

HS Code 

29241900

MSDS

• Language:English Provider:Malonamide
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Malonamide Usage And Synthesis

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Malonamide is a dicarboxylic acid diamide that is malonic acid in which both carboxy groups have been replaced by carbamoyl groups.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

The malonamide-based ionic liquid extractant was used in the extraction of europium(iii) and other trivalent rare-earth ions 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ChEBI: Malonamide is a dicarboxylic acid diamide that is malonic acid in which both carboxy groups have been replaced by carbamoyl groups.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.

Hazard

Mildly toxic by ingestion.

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.

Purification Methods

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

Malonamide(108-13-4)Related Product Information

• propanedial
• SUCCINAMIDE
• Diethyl methylmalonate
• ADIPAMIDE
• Malonic acid
• Diethyl malonate
• Barbituric acid
• 1,2-Diaminopropane
• Dimethyl malonate
• Malononitrile
• Oxamide
• Pomalidomide
• Benzylamine
• PROPARGYLAMINE
• 1,3-DIETHYL-2-THIOBARBITURIC ACID
• 1,3-Dimethylbarbituric acid
• Murexide
• Phenylbutazone