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Diaminomaleonitrile

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CAS:1187-42-4
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CAS:1187-42-4
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Purity:98% Package:g-Kg Remarks:Light brown crystal

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Related articles

  • Uses of Diaminomaleonitrile
  • Diaminomaleonitrile (DAMN) is an organic compound composed of two amino groups and two nitrile groups bonded to a central alke....
  • Aug 22,2022
Diaminomaleonitrile Basic information
Overview Uses Solubility Information USES
Product Name:Diaminomaleonitrile
Synonyms:2,3-diamino-,(Z)-2-Butenedinitrile;Diaminomaleonitrile,DAMN;Diaminomalononitrile;(2Z)-2,3-Diaminobut-2-ene-1,4-dinitrile;DIAMINOMALEONITRILE FOR SYNTHESIS;DiaMinoMaleonitrile, 98% 100GR;2,3- twoaMinotwo-2-butenenitrile;Diaminomaleonitrile 98%
CAS:1187-42-4
MF:C4H4N4
MW:108.1
EINECS:214-697-6
Product Categories:Pharmaceutical intermediate;Building Blocks;C1 to C5;Chemical Synthesis;Cyanides/Nitriles;Nitrogen Compounds;Organic Building Blocks;Pharmaceutical Intermediates;K00001
Mol File:1187-42-4.mol
Diaminomaleonitrile Structure
Diaminomaleonitrile Chemical Properties
Melting point 178-179 °C (lit.)
Boiling point 192.71°C (rough estimate)
density 1,36 g/cm3
refractive index 1.6260 (estimate)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility 5000mg/l
pka-2.77±0.70(Predicted)
form Crystalline Powder
color Brown
Water Solubility 5 g/L (25 ºC)
Sensitive Light Sensitive
BRN 878333
Exposure limitsNIOSH: IDLH 25 mg/m3
CAS DataBase Reference1187-42-4(CAS DataBase Reference)
EPA Substance Registry SystemDiaminomaleonitrile (1187-42-4)
Safety Information
Hazard Codes Xn,T
Risk Statements 20/21/22-25
Safety Statements 36-24/25
RIDADR UN 3439 6.1/PG 3
WGK Germany 3
TSCA Yes
HazardClass 6.1
PackingGroup III
HS Code 29269095
MSDS Information
ProviderLanguage
Diaminomaleonitrile English
SigmaAldrich English
ACROS English
ALFA English
Diaminomaleonitrile Usage And Synthesis
OverviewThe importance of diaminomaleonitrile (DAMN) as a readily available and cheap building block for the synthesis of various nitrogen heterocycles has attracted the attention of organic chemists worldwide. An enormous number of research studies have focused on the preparation of various heterocycles that play a role in the pharmaceutical, cosmetics, dyes, and pigment industries, among others. This review details developments in the chemistry and reactions of DAMN over the last decade including novel methods utilised, new compounds prepared, and significant applications.
Diaminomaleonitrile
UsesDiaminomaleonitrile is a reagent used for the synthesis of 1,4-diazepine-2,3-dicarbonitrile dervatives. Also, it is used for the synthesis of Diaminomaleonitrile-based Schiff bases with a donor-acceptor structure and an aggregation-enhanced emission feature.
Solubility Information

Solubility in water: 5g/L (25°C). Other solubilities: soluble in methanol, ethanol, dmf and dimethyl, sulfoxide, slightly soluble in ethyl ether and dioxane, insol. in benzene,acetone,xylene,toluene and cs2.

USES

Diaminomaleonitrile (DAMN) is an organic compound composed of two amino groups and two nitrile groups bonded to a central alkene unit. The systematic name reflects its relationship to maleic acid.
The chemical can be formed by polymerization of hydrogen cyanide and can be used as the starting point for the synthesis of several classes of heterocyclic compounds. Therefore, it has been considered as a possible organic chemical present in prebiotic conditions.

Chemical Propertiesbrown crystalline powder
UsesDiaminomaleonitrile is a reagent used for the synthesis of 1,4-diazepine-2,3-dicarbonitrile dervatives. Also, it is used for the synthesis of Diaminomaleonitrile-based Schiff bases with a donor-acceptor structure and an aggregation-enhanced emission feature.
PreparationDiaminomaleonitrile is obtained by tetramerization of hydrocyanic acid in the presence of catalysts such as alkylaluminum compounds.
Synthesis Reference(s)The Journal of Organic Chemistry, 37, p. 4133, 1972 DOI: 10.1021/jo00798a037
General DescriptionBrown powder.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileDiaminomaleonitrile is sensitive to prolonged exposure to air.
Fire HazardFlash point data are not available for Diaminomaleonitrile, but Diaminomaleonitrile is probably combustible.
Solubility in organicsThey are soluble in methanol, ethanol, and N,N-dimethylformamide; slightly soluble in water and dioxane; and insoluble in acetone, benzene, xylene, and carbon disulfifide.
Tag:Diaminomaleonitrile(1187-42-4) Related Product Information
2,3-DIAMINOTOLUENE Diaminomaleonitrile 2,3-Diaminomaleonitrile HYDROGEN CYANIDE 2-AMINO-1-(1-AZA-2-(5-CHLORO-2-HYDROXYPHENYL)VINYL)ETHENE-1,2-DICARBONITRILE N-(2-AMINO-1,2-DINITRILOVINYL)(PHENYLAMINO)FORMAMIDE 1,4,5,6-TETRAHYDRO-5,6-DIOXO-2,3-PYRAZINEDICARBONITRILE 2-AMINO-1-(1-AZA-4-(2-NITROPHENYL)BUTA-1,3-DIENYL)ETHENE-1,2-DICARBONITRILE 2-AMINO-1-(1-AZA-2-(3,5-DIBROMO-4-HYDROXYPHENYL)VINYL)ETHENE-1,2-DICARBONITRILE 2-AMINO-1-(1-AZA-2-(5-NITRO-2-(4-(TRIFLUOROMETHYL)PHENOXY)PHENYL)VINYL)ETHENE-1,2-DICARBONITRILE ETHYL N-(2-AMINO-1,2-DICYANOVINYL)IMINOFORMATE 2-AMINO-1-(1-AZA-2-(5-NITRO-2-(2-PYRIDYLTHIO)PHENYL)VINYL)ETHENE-1,2-DICARBONITRILE ((2-AMINO-1,2-DINITRILOVINYL)AMINO)-N-(3,4-DICHLOROPHENYL)FORMAMIDE 2,3-DICYANO-5,6-TETRAMETHYLENE-7-SPIRO-CYCLOHEXYLDIAZAPINE 2-AMINO-1-(1-AZA-2-(2-THIENYL)VINYL)ETHENE-1,2-DICARBONITRILE 2-AMINO-1-(1-AZA-2-(4-METHYLTHIOPHENYL)VINYL)ETHENE-1,2-DICARBONITRILE 2-AMINO-1-(1-AZA-2-(3,4-DIHYDROXYPHENYL)VINYL)ETHENE-1,2-DICARBONITRILE 2-AMINO-3-([(2,4-DICHLORO-1,3-THIAZOL-5-YL)METHYL]AMINO)BUT-2-ENEDINITRILE