6373-73-5

Basic information

• Product Name: DISPERSE YELLOW 9
• Synonyms: CI 10375;DISPERSE YELLOW 9;4'-AMINO-2,4-DINITRODIPHENYLAMINE;N-(2,4-DINITROPHENYL)-P-PHENYLENEDIAMINE;N-(2,4-DINITROPHENYL)-1,4-PHENYLENEDIAMINE;2,4-Dinitro-4’-amino-diphenylamine;2,4-Dinitro-4’-aminodiphenyl-amine;disperseyellow9(c.i.10375)
• CAS NO: 6373-73-5
• Molecular Formula: C₁₂H₁₀N₄O₄
• Molecular Weight: 274.23
• EINECS: 228-919-4
• Mol File: 6373-73-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 187-190 °C(lit.)
• Boiling Point: 417.22°C (rough estimate)
• Flash Point: 235.7 °C
• Appearance: /
• Density: 1.3424 (rough estimate)
• Vapor Pressure: 7.31E-09mmHg at 25°C
• Refractive Index: 1.6081 (estimate)
• Storage Temp.: Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• PKA: 4.22±0.10(Predicted)
• Water Solubility: 1.645mg/L(25 oC)
• CAS DataBase Reference: DISPERSE YELLOW 9(CAS DataBase Reference)
• NIST Chemistry Reference: DISPERSE YELLOW 9(6373-73-5)
• EPA Substance Registry System: DISPERSE YELLOW 9(6373-73-5)

Safety Data

• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 6373-73-5(Hazardous Substances Data)

Usage

Uses

Used in Textile Industry:
Disperse Yellow 9 is used as a dye for coloring polyester and acetate fibers. It provides a vibrant yellow color to the fibers, enhancing the appearance of the final textile products. The water-insoluble nature of Disperse Yellow 9 ensures that it remains stable and does not bleed or fade during washing or exposure to water.
Used in Environmental Testing:
Disperse Yellow 9 is also used in environmental testing to study the behavior of dyes and their metabolites in the environment. This helps in understanding the potential impact of these dyes on the ecosystem and developing strategies for their safe disposal and management.

Preparation

Benzene-1,4-diamine and 1-Chloro-2,4-dinitrobenzene?condensation

Standard

Ironing Fastness

Fading

Stain

ISO

4-5

InChI:InChI=1/C12H10N4O4/c13-8-1-3-9(4-2-8)14-11-6-5-10(15(17)18)7-12(11)16(19)20/h1-7,14H,13H2

Upstream product

• 51-28-5 2,4-Dinitrophenol 
• 120952-16-1 2-(2,4-dinitrophenoxy)-N-ethylpyridinium tetraphenylborate 
• 106-50-3 1,4-phenylenediamine 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 17220-48-3 acetic acid-[4-(2,4-dinitro-anilino)-anilide] 

Downstream Products

• 98187-76-9 N-[2-Chloro-4-(2,4-dinitro-phenylamino)-phenyl]-benzenesulfonamide 
• 98187-82-7 N¹-phenylsulfonyl-N⁴-(2,4-dinitrophenyl)-1,4-benzoquinone diimine 
• 36942-33-3 2,6-dichloro-[1,4]benzoquinone-4-(2,4-dinitro-phenylimine) 
• 78993-80-3 1-(2-Chloro-4-nitro-phenyl)-3-[4-(2,4-dinitro-phenylamino)-phenyl]-thiourea 
• 78993-79-0 1-[4-(2,4-Dinitro-phenylamino)-phenyl]-3-(4-nitro-phenyl)-thiourea 
• 98187-78-1 N¹-phenylsulfonyl-N⁴-(2,4-dinitrophenyl)-1,4-phenylenediamine 
• 27163-08-2 2,4-Dinitro-4'-isothiocyano-diphenylamin 
• 36071-18-8 4-(2,4-dinitro-anilino)-benzenediazonium; chloride 
• 801190-30-7 N¹-(4-amino-phenyl)-benzene-1,2,4-triyltriamine 
• 36942-32-2 2,6-dichloro-4-(2,4-dinitro-anilino)-phenol 

Relevant articles and documents

Deep eutectic solvent as an operative media on structure-reactivity relationships

Deep eutectic solvents seem to be environmentally friendly solvents, particularly because they are prepared easily and have very low-vapor pressures under ambient conditions. They are suitable candidates as green solvents for reaction media with special properties. To present this behavior, substitution reactions of some para- and meta-substituted anilines with 1-fluoro-2,4-dinitrobenzene have been spectrophotometrically investigated in varying mole fractions of ethaline as a deep eutectic solvent in dimethyl sulfoxide (DMSO). The measured rate coefficients of the reaction demonstrated a noticeable variation with the increasing mole fraction of ethaline in ethaline-DMSO mixtures. The linear free energy relationship (LFER) of second-order rate coefficients based on Hammett's substituent constants demonstrates a reasonably linear straight line with a negative slope in different mole fractions of ethaline-DMSO mixtures. Another LFER investigation based on the polarity parameters of the media showed a good agreement with hydrogen bond donor and acceptor abilities of the solvent. Non-LFER assay according to the preferential solvation model confirmed differences between the microsphere solvation of the solute molecules and the bulk composition of the solvents.

A disperse yellow dye N - (2, 4 - two-nitrophenyl) para-phenylene diamine preparation method (by machine translation)

A disperse yellow dye N - (2, 4 - two-nitrophenyl) para-phenylene diamine preparation method, which belongs to the field of organic synthesis. The P-phenylene diamine, 2, 4 - dinitro-chlorobenzene in adding solvent, 50 - 55 °C sodium hydroxide solution, the reaction liquid cooling, 20 wt.% sulfuric acid neutralization, filtration. The obtained filter cake using water and acetonitrile mixed solvent pulping, filtering, drying to obtain disperse yellow dye N - (2, 4 - two-nitrophenyl) para-phenylenediamine, external standard content _aogtao_ 98.0%, HPLC purity _aogtao_ 99.0%, shan Za _aoltao_ 0.5%. The method should have few steps, time is short, few by-products, high activity and post-processing is simple. (by machine translation)

Reaction kinetics investigation of 1-fluoro-2,4-dinitrobenzene with substituted anilines in ethyl acetate-methanol mixtures using linear and nonlinear free energy relationships

Aromatic nucleophilic substitution reaction of 1-fluoro-2,4-dinitrobenzene with para-substituted and meta-substituted anilines was kinetically investigated in the mixtures of ethyl acetate and methanol at room temperature. The correlation of second-order rate coefficients with Hammett's substituent constants yields a fairly linear straight line with negative slope in different mole fractions of ethyl acetate-methanol mixtures. The measured rate coefficients of the reaction demonstrated a dramatic variation in ethyl acetate-methanol mixtures with the increasing mole fraction of ethyl acetate. Linear free energy relationship (LFER) investigations confirm that polarity has a major effect on the reaction rate whereas the hydrogen-bonding ability of the media has a slight effect on it. Nonlinear free energy relationship based on preferential solvation hypothesis showed differences between the microsphere solvation of the solute and the bulk composition of the solvents, and non-ideal behavior is observed in the trend of the rate coefficients, which cover the LFER results. Copyright

KINETICS OF THE REACTION OF 2-(2,4-DINITROPHENOXY)-N-ETHYLPYRIDINIUM TETRAPHENYLBORATE WITH AROMATIC AMINES IN ACETONITRILE

The reactions of 2-(2,4-dinitrophenoxy)-N-ethylpyridinium salts with arylamines take place by nucleophilic substitution at a carbon atom of the benzene ring with the formation of 2,4-dinitrodiphenylamine derivatives.The sensitivity coefficient (ρ0) to the induction effect of the substituents in the arylamine does not depend on the temperature in the range of 10-55 deg C and is equal to -6.89.The constant of the leaving group (τAr) for the 2-hydroxy-N-ethylpyridinium cation amounts to 1.66.