Overview Uses Solubility Information USES
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Diaminomaleonitrile

Overview Uses Solubility Information USES
Product Name
Diaminomaleonitrile
CAS No.
1187-42-4
Chemical Name
Diaminomaleonitrile
Synonyms
DAMN;eonitriL;DiaminomaL;2,3-Diamino;DIAMINOMALEONITRILE;TIMTEC-BB SBB009976;Diaminomalononitrile;diaminoaleo dinitrile;Diaminomaleonitrile 98%;Diaminomaleonitrile,98%
CBNumber
CB9239917
Molecular Formula
C4H4N4
Formula Weight
108.1
MOL File
1187-42-4.mol
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Diaminomaleonitrile Property

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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
163880
Product name
Diaminomaleonitrile
Purity
98%
Packaging
25g
Price
$46.1
Updated
2025/07/31
Sigma-Aldrich
Product number
163880
Product name
Diaminomaleonitrile
Purity
98%
Packaging
100g
Price
$83.31
Updated
2025/07/31
TCI Chemical
Product number
D1335
Product name
Diaminomaleonitrile
Purity
>96.0%(N)
Packaging
25g
Price
$25
Updated
2025/07/31
TCI Chemical
Product number
D1335
Product name
Diaminomaleonitrile
Purity
>96.0%(N)
Packaging
100g
Price
$79
Updated
2025/07/31
TCI Chemical
Product number
D1335
Product name
Diaminomaleonitrile
Purity
>96.0%(N)
Packaging
500g
Price
$230
Updated
2025/07/31
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Diaminomaleonitrile Chemical Properties,Usage,Production

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.

Synthesis

75-86-5

1187-42-4

In an autoclave, 10 g of sodium cyanide (NaCN) was added to 130 ml of acetone cyanohydrin. Subsequently 6.54 g of methyl mercaptan (CH3SH) was added. The reaction mixture was stirred at 60°C for 2 h. It was observed that the color of the solution changed to orange. After completion of the reaction, the excess acetone cyanohydrin was neutralized by addition of sodium carbonate (Na2CO3). The reaction solution was filtered and the filtrate was subsequently evaporated to give the orange solid product diaminomaleonitrile (recovery 33.7 g, 88% yield).

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.

References

[1] Patent: US2015/197487, 2015, A1. Location in patent: Paragraph 0029

Diaminomaleonitrile Preparation Products And Raw materials

Raw materials

Preparation Products

4,5-Imidazoledicarboxylic acid 1-Methyl-1H-imidazole-4-carboxylic acid Imidazole-4-methanol 4,5-DICARBOXY-1-METHYL-1H-IMIDAZOLE 4,5-Dicyanoimidazole 1H-Imidazole-4-carboxylic acid 1-METHYL-1H-IMIDAZOL-5-YL ISOCYANATE 1-Methyl-1H-imidazole-5-carbonyl chloride hydrochloride 1-METHYL-1H-IMIDAZOLE-5-CARBOXYLIC ACID 1-METHYL-1H-IMIDAZOLE-4,5-DICARBONITRILE
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View Lastest Price from Diaminomaleonitrile manufacturers

Changzhou waston chemical technology Co.,Ltd
Product
Diaminomaleonitrile 1187-42-4
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
As your request
Release date
2025-07-17
Hebei Chuanghai Biotechnology Co., Ltd
Product
Diaminomaleonitrile 1187-42-4
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-04
HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
Product
Diaminomaleonitrile 1187-42-4
Price
US $999.00-666.00/ton
Min. Order
1ton
Purity
99%
Supply Ability
5000
Release date
2024-08-13

1187-42-4, DiaminomaleonitrileRelated Search:

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

  • 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, 98.5%
  • Diaminomaleonitrile 98%
  • DiaminomaL
  • eonitriL
  • 2,2-diaminopropanedinitrile
  • 3-diamino-(z)-2-butenedinitril
  • DAMN
  • DIAMINOMALEIC ACID DINITRILE
  • DIAMINOMALEONITRILE
  • CIS-2,3-DIAMINOBUT-2-ENEDINITRILE
  • 2,3-diamino-2-butenedinitrile
  • 1,2-DIAMINO-1,2-DICYANOETHYLENE
  • TIMTEC-BB SBB009976
  • diaminoaleo dinitrile
  • 2-Butenedinitrile, 2,3-diamino-, (2Z)-
  • 2,3-Diaminomaleodinitrile
  • (Z)-2,3-Diaminobut-2-enedinitrile
  • 2-Butenedinitrile, 2,3-diamino-, (Z)-
  • (Z)-2,3-Diamino-2-butenedinitrile
  • Hydrogen cyanide tetramer
  • Diaminomaleonitrile,98%
  • Diaminomaleonitrile &gt
  • 2,3-Diaminomaleonitrile(DAMN)
  • 2,3-Diamino
  • 1187-42-4
  • 1187-42-2
  • NCCNH2CNH2CN
  • Building Blocks
  • C1 to C5
  • Nitrogen Compounds
  • Organic Building Blocks
  • Cyanides/Nitriles
  • Pharmaceutical intermediate
  • Building Blocks
  • C1 to C5
  • Chemical Synthesis
  • Cyanides/Nitriles
  • Nitrogen Compounds
  • Organic Building Blocks
  • Pharmaceutical Intermediates
  • K00001