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1187-42-4

Basic Information
CAS No.: 1187-42-4
Name: Diaminomaleonitrile
Article Data: 30
Cas Database
Molecular Structure:
Molecular Structure of 1187-42-4 (Diaminomaleonitrile)
Formula: C4H4N4
Molecular Weight: 108.103
Synonyms: 2-Butenedinitrile,2,3-diamino-, (Z)-;Maleonitrile, diamino- (6CI,7CI,8CI);(2Z)-2,3-Diamino-2-butenedinitrile;2,3-Diaminomaleonitrile;DAMN;2-Butenedinitrile,2,3-diamino-, (2Z)-;Hydrogen cyanide tetramer;
EINECS: 214-697-6
Density: 1.319 g/cm3
Melting Point: 178-179 °C
Boiling Point: 444.7 °C at 760 mmHg
Flash Point: 222.7 °C
Solubility: 5 g/L (25 °C) in water
Appearance: brown crystalline powder
Hazard Symbols: HarmfulXn,ToxicT
Risk Codes: 20/21/22-25
Safety: 36-24/25
Transport Information: UN 3439 6.1/PG 3
PSA: 99.62000
LogP: 0.56316
Synthetic route
75-86-5

2-hydroxy-2-methylpropanenitrile

1187-42-4

diaminomaleonitrile

Conditions
ConditionsYield
With sodium cyanide; methylthiol at 60℃; for 2h; Temperature; Time; Reagent/catalyst; Autoclave;88%
129694-52-6

ethyl (Z)-N-(2-amino-1,2-dicyanovinyl)formamidate

619-45-4

4-methoxycarbonyl aniline

A

931424-12-3

methyl 4-{[(Z)-2-amino-1,2-dicyanovinyl]amino}methyleneaminobenzoate

B

1187-42-4

diaminomaleonitrile

Conditions
ConditionsYield
aniline hydrochloride In methanol at 23℃; for 20h;A 68%
B 32%
74-90-8

hydrogen cyanide

1726-32-5, 34892-76-7, 34892-77-8

(E/Z)-α-iminoacetonitrile

A

1187-42-4, 18514-52-8, 20344-79-0

1,1-diamino-2,2-ethenedicarbonitrile

B

1187-42-4

diaminomaleonitrile

Conditions
ConditionsYield
With triethylamine In dichloromethane; acetonitrile 1.) -78 up to -20 deg C within 1 h; 2.) -20 deg C, 16 h;A 2.5%
B 34.5%
74-90-8

hydrogen cyanide

1187-42-4

diaminomaleonitrile

Conditions
ConditionsYield
With N(C2H5)3 with dry HCN; extraction with ether; recrystn. from propanol;6.1%
With N(C2H5)3 with dry HCN; extraction with ether; recrystn. from propanol;6.1%
With ammonia
74-90-8

hydrogen cyanide

151-50-8

potassium cyanide

1187-42-4

diaminomaleonitrile

74-90-8

hydrogen cyanide

460-19-5

ethanedinitrile

1187-42-4

diaminomaleonitrile

Conditions
ConditionsYield
(i) Et3N, CH2Cl2, (ii) H2, Pd-C, THF; Multistep reaction;
polymerization products of/the/ hydrocyanic acid

polymerization products of/the/ hydrocyanic acid

1187-42-4

diaminomaleonitrile

Conditions
ConditionsYield
in Anwesenheit von Katalysatoren;
108-24-7

acetic anhydride

1187-42-4

diaminomaleonitrile

65604-69-5

N-((Z)-2-amino-1,2-dicyanoethenyl)acetamide

Conditions
ConditionsYield
100%
99%
for 0.166667h; Heating;99%
14063-82-2

4-chloro-2H-chromene-3-carboxaldehyde

1187-42-4

diaminomaleonitrile

(4-chlorobenzopyrano-3-formylidene)diaminomaleonitrile

Conditions
ConditionsYield
In methanol for 0.0833333h;98.2%
100-52-7

benzaldehyde

1187-42-4

diaminomaleonitrile

56029-18-6

2-(benzen-1-yl)methyleneamino-3-aminomaleonitrile

Conditions
ConditionsYield
With sulfuric acid In dimethyl sulfoxide at 20℃; for 2h;98%
In methanol at 80℃; for 5h; Reflux;84%
With sulfuric acid In dimethyl sulfoxide
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Specification

Diaminomaleonitrile(CAS NO.1187-42-4) is also named as 2,3-Diaminomaleonitrile; CCRIS 921; Hydrogen cyanide tetramer; NSC 266758; 2-Butenedinitrile, 2,3-diamino-, (2Z)-; 2-Butenedinitrile, 2,3-diamino-, (Z)- (9CI). Diaminomaleonitrile is brown crystalline powder. It is sensitive to prolonged exposure to air. Flash point data are not available for Diaminomaleonitrile, but it is probably combustible. It is widely used in the field of synthetic medicine, microorganism culture, condiment, pesticide, dyes, pigments and so on. It is a kind of organic intermediates using extensively.

Physical properties about Diaminomaleonitrile are: (1)ACD/LogP: -2.674; (2)ACD/LogD (pH 5.5): -2.67; (3)ACD/LogD (pH 7.4): -2.67; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 4; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.579; (12)Molar Refractivity: 27.221 cm3; (13)Molar Volume: 81.901 cm3; (14)Polarizability: 10.791 10-24cm3; (15)Surface Tension: 80.7740020751953 dyne/cm; (16)Density: 1.32 g/cm3; (17)Flash Point: 222.727 °C; (18)Enthalpy of Vaporization: 70.252 kJ/mol; (19)Boiling Point: 444.667 °C at 760 mmHg

You can still convert the following datas into molecular structure:
(1)InChI=1S/C4H4N4/c5-1-3(7)4(8)2-6/h7-8H2/b4-3-;
(2)InChIKey=DPZSNGJNFHWQDC-ARJAWSKDSA-N;
(3)SmilesC(=C(/C#N)N)(\C#N)N