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

Description

2,4-DIAMINOAZOBENZENE is an organic compound with the chemical formula C12H12N4. It is a dark yellow-orange crystalline solid with a melting point of 118 to 118.5 degrees Celsius. 2,4-DIAMINOAZOBENZENE is soluble in water, producing a yellow-orange solution, and also soluble in ethanol and Cellosolve. It is slightly soluble in acetone and insoluble in benzene. When treated with concentrated sulfuric acid, the compound turns yellow and then orange upon dilution. In nitric acid, it forms an orange solution.

Uses

Used in Dyeing Industry:
2,4-DIAMINOAZOBENZENE is used as a dye for silk and cotton due to its ability to produce a yellow-orange color in water.
Used in Biological Stains:
2,4-DIAMINOAZOBENZENE is used as a biological stain, taking advantage of its color properties to enhance the visibility of cellular structures.
Properties and Applications:
2,4-DIAMINOAZOBENZENE has light fastness and heat resistance, with a melting point of 118 to 118.5 degrees Celsius. It is stable in the presence of sodium carbonate (5%) and hydrochloric acid (5%), but its sublimation properties are poor.

Preparation

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

Flammability and Explosibility

Notclassified

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

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

Downstream Products

• 1169932-66-4 N,N'-disalicylidene-1,3-diamino-4-phenylazobenzene 
• 716-79-0 2-phenyl-1H-benzoimidazole 
• 861305-32-0 N⁵-benzylidene-2,N¹-diphenyl-benzimidazole-1,5-diyldiamine 
• 861783-88-2 1-anilino-2-phenylbenzimidazole 
• 856055-96-4 2,5,9,12-tetraphenyl-14-propyl-2,5,7,9,12,14-hexahydro-tetratriazolo[4,5-a;4',5'-c;4'',5''-h;4''',5'''-j]acridine 
• 860559-84-8 N-(2,7-diphenyl-2,7-dihydro-benzo[1,2-d;3,4-d']bistriazol-4-yl)-N'-phenyl-hydrazine 
• 858506-94-2 2,7-diphenyl-2,7-dihydro-benzo[1,2-d;3,4-d']bistriazol-4-ylamine 
• 75953-48-9 6-Amino-2-phenyl-2H-benzo[1,2,4]triazin-3-one 
• 75953-56-9 6-amino-2-phenyl-3-oxo-2,3-dihydro-1,2,4-benzotriazinium chloride 
• 75953-57-0 6-acetylamino-2-phenyl-2,3-dihydro-1,2,4-benzotriazin-3-one 

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.