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HomeProduct name listMalonamide

Malonamide

Synonym(s):Malonodiamide

  • CAS NO.:108-13-4
  • Empirical Formula: C3H6N2O2
  • Molecular Weight: 102.09
  • MDL number: MFCD00008034
  • EINECS: 203-553-8
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-11 17:44:06
Malonamide Structural

What is Malonamide?

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Malonamide is a dicarboxylic acid diamide that is malonic acid in which both carboxy groups have been replaced by carbamoyl groups.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

The Uses of Malonamide

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

The Uses of Malonamide

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.

The Uses of Malonamide

The malonamide-based ionic liquid extractant was used in the extraction of europium(iii) and other trivalent rare-earth ions from nitric acid medium.

What are the applications of Application

Malonamide is a reagent for fluorimetric determination of reducing carbohydrates

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ChEBI: Malonamide is a dicarboxylic acid diamide that is malonic acid in which both carboxy groups have been replaced by carbamoyl groups.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.
synthesis of Malonamide.png

Purification Methods

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

Properties of Malonamide

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)
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 for Malonamide

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H332:Acute toxicity,inhalation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Malonamide

InChIKey WRIRWRKPLXCTFD-UHFFFAOYSA-N
SMILES C(N)(=O)CC(N)=O

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