55281-26-0

Basic information

• Product Name: 3-[[4-[(2,6-dibromo-4-nitrophenyl)azo]phenyl]ethylamino]propiononitrile
• Synonyms: C.I. Disperse Orange 61 press cake;Propanenitrile, 3-4-(2,6-dibromo-4-nitrophenyl)azophenylethylamino-;3-[[4-[(2,6-dibromo-4-nitrophenyl)azo] phenyl] ethylamino]-Propanenitrile;3-[[4-[(2,6-dibromo-4-nitrophenyl)azo]phenyl]ethylamino]-propanenitril;4-(2,6-Dibromo-4-nitrophenylazo)-N-(.beta.-cyanoethyl)-N-ethylaniline;Propanenitrile,3-[[4-[(2,6-dibromo-4-nitrophenyl)azo] phenyl];3-[[4-[(2,6-Dibromo-4-nitrophenyl)azo]phenyl]ethylamino]propiononitrile;Disperse Orange 61
• CAS NO: 55281-26-0
• Molecular Formula: C17H15Br2N5O2
• Molecular Weight: 481.14
• EINECS: 259-563-8
• Product Categories: Organics
• Mol File: 55281-26-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 632.5±55.0 °C(Predicted)
• Appearance: /
• Density: 1.62±0.1 g/cm3(Predicted)
• Vapor Pressure: 0Pa at 25℃
• PKA: 2.12±0.50(Predicted)
• CAS DataBase Reference: 3-[[4-[(2,6-dibromo-4-nitrophenyl)azo]phenyl]ethylamino]propiononitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[[4-[(2,6-dibromo-4-nitrophenyl)azo]phenyl]ethylamino]propiononitrile(55281-26-0)
• EPA Substance Registry System: 3-[[4-[(2,6-dibromo-4-nitrophenyl)azo]phenyl]ethylamino]propiononitrile(55281-26-0)

Safety Data

• Hazardous Substances Data: 55281-26-0(Hazardous Substances Data)

Usage

Description

3-[[4-[(2,6-dibromo-4-nitrophenyl)azo]phenyl]ethylamino]propiononitrile is a complex organic compound with a unique molecular structure that features an azo group and a nitro group, as well as bromine atoms. 3-[[4-[(2,6-dibromo-4-nitrophenyl)azo]phenyl]ethylamino]propiononitrile is characterized by its vibrant color and solubility properties, making it suitable for various applications in the chemical and textile industries.

Uses

Used in Textile Industry:
3-[[4-[(2,6-dibromo-4-nitrophenyl)azo]phenyl]ethylamino]propiononitrile is used as an azo disperse dye for coloring polyester and acetate fibers. Its water-insoluble nature and affinity for these synthetic fibers make it an ideal choice for creating vibrant and long-lasting colors in textiles.
Used in Environmental Testing:
In addition to its applications in the textile industry, 3-[[4-[(2,6-dibromo-4-nitrophenyl)azo]phenyl]ethylamino]propiononitrile can also be utilized in environmental testing. Its presence in water systems can be monitored to assess the impact of textile manufacturing processes on the environment, as well as to track the effectiveness of wastewater treatment methods in removing such dyes from the ecosystem.

Flammability and Explosibility

Nonflammable

InChI:InChI=1/C17H15Br2N5O2/c1-2-23(9-3-8-20)13-6-4-12(5-7-13)21-22-17-15(18)10-14(24(25)26)11-16(17)19/h4-7,10-11H,2-3,9H2,1H3/b22-21+

Upstream product

• 827-94-1 2,6-dibromo-4-nitroaniline 
• 148-87-8 N-ethyl-N-(2-cyanoethyl)aniline 

Relevant articles and documents

Clean synthesis of disperse azo dyes based on peculiar stable 2,6-dibromo-4-nitrophenyl diazonium sulfate

The development of clean synthetic technology of disperse azo dyes is essential for the dye industry due to ecological and economical demands. In this study, a clean, safe, and low-energy-consumption method for preparing disperse azo dyes based on 2,6-dibromo-4-nitroaniline is presented with excellent yield and short reaction time. The peculiar stable diazonium sulfate of 2,6-dibromo-4-nitroaniline is precipitated from the organic reaction system, and the solid diazonium salt is directly used to synthesize disperse azo dyes. Compared with traditional method, the amount of sulfuric acid used is reduced by 80%, the amount of waste inorganic salt is reduced by 80.9% and the heat released from the reaction system is reduced by 88.5% in the proposed method. The dye structures are verified by 1H NMR, 13C NMR, Fourier transform infrared spectroscopy (FT-IR), and high resolution mass spectrometry (HR-MS). Compared with commercial dyes, the prepared dyes have the same dyeing properties that are sufficient for industrial applications.

Diazotization method of wet nitroaniline

The invention provides a diazotization method of wet nitroaniline, and relates to the field of dye synthesis. The diazotization method comprises following steps: step one, evenly stirring sulfuric acid (98%) and nitrosyl sulfuric acid (40%) in a diazotization reactor; and step two, adding wet nitroaniline into the diazotization reactor at a controlled temperature of -10 to 40 DEG C to obtain diazotization salts, wherein the mole ratio of sulfuric acid to nitrosyl sulfuric acid to diazotization component is 1.0-6: 1.02-1.1: 1. The quality of the provided wet dye is the same as that of a dry product, the diazotization component does not need to be dried, and the provided dye is energy saving and environmentally friendly.

Stable diazonium salts of weakly basic amines—Convenient reagents for synthesis of disperse azo dyes

A new synthetic strategy for industrially important deep-shade disperse azo dyes was presented in this study. The key procedure is to prepare stable solid diazonium salts of weakly basic amines in the absence of concentrated sulfuric acid. Diazotization by tert-butyl nitrite in ethyl acetate was allowed to proceed in the presence of equivalent 1,5-naphthalenedisulfonic acid as stabilizer of diazonium salts and donor of hydrogen ion for the reaction. The separated solid diazonium salts exhibited good thermal stability. The corresponding disperse azo dyes were subsequently synthesized through the azo-coupling of the prepared solid diazonium salts with a range of aromatic tertiary amines. The azo dyes were produced in short reaction time, excellent yields, mild reaction conditions, simple experimental procedure and low energy consumption.