495-54-5

Basic information

• Product Name: 2,4-DIAMINOAZOBENZENE
• Synonyms: Chrysoidine YD Base;Diaminoazobenzene;Fat Brown GG;Grasan Chrysoidine;m-Phenylenediamine, 4-(phenylazo)-;Oranz rozpoustedlova 3;Oranz zasadita 2;4-(Phenylazo)-1,3-benzenediamine
• CAS NO: 495-54-5
• Molecular Formula: C₁₂H₁₂N₄
• Molecular Weight: 212.25
• EINECS: 207-803-7
• Product Categories: Organics
• Mol File: 495-54-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 117～123℃
• Boiling Point: 342.09°C (rough estimate)
• Flash Point: 214.8 °C
• Appearance: /
• Density: 1.1390
• Vapor Pressure: 1.13E-07mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• PKA: 3.11±0.10(Predicted)
• Water Solubility: 348.393mg/L at 30℃
• CAS DataBase Reference: 2,4-DIAMINOAZOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIAMINOAZOBENZENE(495-54-5)
• EPA Substance Registry System: 2,4-DIAMINOAZOBENZENE(495-54-5)

Safety Data

• Hazardous Substances Data: 495-54-5(Hazardous Substances Data)

Usage

Uses

Dyeing silk and cotton. Biological stain.

Preparation

aniline diazotization, and Benzene-1,3-diamine coupling.

Flammability and Explosibility

Notclassified

Properties and Applications

dark yellow orange. Melting point is 118 ~ 118.5 ℃. Soluble in water for yellow orange, soluble in ethanol and Cellosolve, slightly soluble in acetone, insoluble in benzene. In concentrated sulfuric acid to yellow, to orange after diluted; In nitric acid for orange solution. Standard Light Fastness Heat-resistant(℃) water Sodium Carbonate(5%) Hydrochloric acid(5%) Melting point Stable ISO Poor 118 ~ 118.5 90≥194 Sublimation Poor Poor Dissolve

Standard

Light Fastness

Melting point

Stable

ISO

Poor

InChI:InChI=1/C12H12N4/c13-9-5-1-3-7-11(9)15-16-12-8-4-2-6-10(12)14/h1-8H,13-14H2/b16-15+

Upstream product

• 619-97-6 benzenediazonium nitrate 
• 108-45-2 m-phenylenediamine 
• 2684-02-8 benzenediazonium 
• 541-69-5 m-phenylenediamine dihydrochloride 
• 62-53-3 aniline 

Downstream Products

• 861783-92-8 2,N¹-diphenyl-benzimidazole-1,5-diyldiamine 
• 14128-26-8 2,4-bis-phenylazo-m-phenylenediamine 
• 10462-36-9 2,4,6-tris-phenylazo-m-phenylenediamine 
• 21819-66-9 2-phenyl-2H-benzo[d][1,2,3]triazol-5-amine 
• 17895-41-9 4-(2,4-diamino-phenylazo)-benzenesulfonic acid 
• 615-71-4 benzene-1,2,4-triamine 
• 75953-40-1 2,4-bis(ethoxycarbonylamino)azobenzene 
• 120401-83-4 2,8-Diphenyl-2,8-dihydro-1,2,3,6,7,8,9,12-octaaza-dicyclopenta[a,h]anthracene 
• 120401-82-3 8,11-Diphenyl-8,11-dihydro-3,4,7,8,9,10,11,12-octaaza-dicyclopenta[c,g]phenathrene 
• 64266-11-1 4,6-bis-phenylazo-m-phenylenediamine 
• 100-34-5 benzene diazonium chloride 
• 62-53-3 aniline 

Relevant articles and documents

Compound as well as preparation method and application thereof to dye

The invention relates to the field of dyes and in particular relates to a compound as well as a preparation method and application thereof to a dye. The molecular structural formula of the compound isshown in the specification, in the formula, wherein R1 is selected from any one of hydrogen, methyl, C1-C4 alkoxy, methoxyethoxy, and ethyloxyethoxy; R2 is selected from any one of hydrogen, methyl,chlorine and acetamido; R3 is selected from any one of hydrogen, methyl and chlorine; R4 is selected from any one of hydrogen, methoxy and chlorine; R5 and R6 are both selected from amino or a formulashown in the specification; R5 and R6 are different. The compound provided by the invention comprises double fluorescent groups of azo and diphenylamine dyes, and thus the compound has very good dyeing capability; a disperse dye made of the compound is bright in color, excellent in fastness, good in performance and good in alkali resistance, is applicable to different dyeing processes, is an environment-friendly dye, and is wide in application range and very good in development prospect.

SYNTHESIS OF SOME 2-ARYL-6-AMINO-2,3-DIHYDRO-1,2,4-BENZOTRIAZIN-3-ONES

Acylation of 2,4-diaminoazobenzene and its derivatives Ia-Ih with ethyl chloroformate gives high yields of the corresponding 2,4-bis(ethoxycarbonylamino)azobenzenes IIa-IIh which, on boiling in acid medium, are cyclized with simultaneous splitting off the second ethoxycarbonyl group to give the mesomeric 6-amino-2-aryl-3-oxo-2,3-dihydro-1,2,4-benzotriazinium cations IIIa-IIIh; the latter have been transformed into free bases IVa-IVh or their tautomers Va-Vh.Constitution of the prepared compounds has been studied by IR spectroscopy.Influence of medium on valence vibrations of the carbamate NH groups in the compounds II has also been studied.