Diaminomaleonitrile

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
Mol File:	1187-42-4.mol

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 limits	NIOSH: IDLH 25 mg/m3
CAS DataBase Reference	1187-42-4(CAS DataBase Reference)
EPA Substance Registry System	Diaminomaleonitrile (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

Provider	Language
Diaminomaleonitrile	English
SigmaAldrich	English
ACROS	English
ALFA	English

Diaminomaleonitrile Usage And Synthesis

Overview	The 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.
Uses	Diaminomaleonitrile 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 Properties	brown crystalline powder
Uses	Diaminomaleonitrile 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.
Preparation	Diaminomaleonitrile 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 Description	Brown powder.
Air & Water Reactions	Insoluble in water.
Reactivity Profile	Diaminomaleonitrile is sensitive to prolonged exposure to air.
Fire Hazard	Flash point data are not available for Diaminomaleonitrile, but Diaminomaleonitrile is probably combustible.
Solubility in organics	They are soluble in methanol, ethanol, and N,N-dimethylformamide; slightly soluble in water and dioxane; and insoluble in acetone, benzene, xylene, and carbon disulfifide.

Diaminomaleonitrile Preparation Products And Raw materials

Preparation Products

1-Methyl-1H-imidazole-5-carbonyl chloride hydrochloride-->1-Methyl-1H-imidazole-4-carboxylic acid-->Imidazole-4-methanol-->4,5-Imidazoledicarboxylic acid-->1-METHYL-1H-IMIDAZOLE-5-CARBOXYLIC ACID-->1-METHYL-1H-IMIDAZOL-5-YL ISOCYANATE-->4,5-DICARBOXY-1-METHYL-1H-IMIDAZOLE-->1H-Imidazole-4-carboxylic acid-->1-METHYL-1H-IMIDAZOLE-4,5-DICARBONITRILE-->4,5-Dicyanoimidazole-->ETHYL N-(2-AMINO-1,2-DICYANOVINYL)IMINOFORMATE-->1H-1,2,3-triazole-4,5-dicarbonitrile-->1,2-Dimethyl-1H-Imidazole-4,5-Dicarbonitrile

2-AMINO-1-(1-AZA-2-(2-THIENYL)VINYL)ETHENE-1,2-DICARBONITRILE 2-AMINO-1-(1-AZA-2-(2,4-DICHLOROPHENYL)VINYL)ETHENE-1,2-DICARBONITRILE 2-AMINO-1-(1-AZA-2-(2-(4-METHYLPHENYLTHIO)-5-NITROPHENYL)VINYL)ETHENE-1,2-DICARBONITRILE 2-AMINO-1-(1-AZA-2-(5-CHLORO-2-HYDROXYPHENYL)VINYL)ETHENE-1,2-DICARBONITRILE 2-AMINO-1-(1-AZA-2-(5-NITRO-2-(4-(TRIFLUOROMETHYL)PHENOXY)PHENYL)VINYL)ETHENE-1,2-DICARBONITRILE 2-AMINO-1-(1-AZA-2-(2-(4-CHLOROPHENYLTHIO)-5-NITROPHENYL)VINYL)ETHENE-1,2-DICARBONITRILE 2-AMINO-1-(1-AZA-4-(2-NITROPHENYL)BUTA-1,3-DIENYL)ETHENE-1,2-DICARBONITRILE ETHYL N-(2-AMINO-1,2-DICYANOVINYL)IMINOFORMATE 2-AMINO-1-(1-AZA-2-(3,4,5-TRIMETHOXYPHENYL)VINYL)ETHENE-1,2-DICARBONITRILE 2-AMINO-1-(1-AZA-2-(5-NITRO-2-(2-PYRIDYLTHIO)PHENYL)VINYL)ETHENE-1,2-DICARBONITRILE 2-AMINO-1-(1-AZA-2-(3,5-DIBROMO-4-HYDROXYPHENYL)VINYL)ETHENE-1,2-DICARBONITRILE 2,3-DICYANO-5,6-TETRAMETHYLENE-7-SPIRO-CYCLOHEXYLDIAZAPINE 1,4,5,6-TETRAHYDRO-5,6-DIOXO-2,3-PYRAZINEDICARBONITRILE 2-AMINO-1-(1-AZA-2-(4-METHYLTHIOPHENYL)VINYL)ETHENE-1,2-DICARBONITRILE ((2-AMINO-1,2-DINITRILOVINYL)AMINO)-N-(3,4-DICHLOROPHENYL)FORMAMIDE 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 N-(2-AMINO-1,2-DINITRILOVINYL)(PHENYLAMINO)FORMAMIDE

Email:[email protected] [email protected]

Copyright © 2025 Mywellwork.com All rights reserved.