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Home > Encyclopedia > 3-[[2-(Acetyloxy)ethyl][4-[2-(2,6-dichloro-4-nitrophenyl)diazenyl]phenyl]amino]propanenitrile

3-[[2-(Acetyloxy)ethyl][4-[2-(2,6-dichloro-4-nitrophenyl)diazenyl]phenyl]amino]propanenitrile

3-[[2-(Acetyloxy)ethyl][4-[2-(2,6-dichloro-4-nitrophenyl)diazenyl]phenyl]amino]propanenitrile structure

3-[[2-(Acetyloxy)ethyl][4-[2-(2,6-dichloro-4-nitrophenyl)diazenyl]phenyl]amino]propanenitrile 

structure
  • CAS No:

    5261-31-4

  • Formula:

    C19H17Cl2N5O4

  • Chemical Name:

    3-[[2-(Acetyloxy)ethyl][4-[2-(2,6-dichloro-4-nitrophenyl)diazenyl]phenyl]amino]propanenitrile

  • Synonyms:

    Propanenitrile,3-[[2-(acetyloxy)ethyl][4-[2-(2,6-dichloro-4-nitrophenyl)diazenyl]phenyl]amino]-;Propionitrile,3-[p-[(2,6-dichloro-4-nitrophenyl)azo]-N-(2-hydroxyethyl)anilino]-,acetate (ester);Propanenitrile,3-[[2-(acetyloxy)ethyl][4-[(2,6-dichloro-4-nitrophenyl)azo]phenyl]amino]-;Propionitrile,3-[p-[(2,6-dichloro-4-nitrophenyl)azo]-N-(2-hydroxyethyl)anilino]-,acetate;3-[[2-(Acetyloxy)ethyl][4-[2-(2,6-dichloro-4-nitrophenyl)diazenyl]phenyl]amino]propanenitrile;4-[N-((β-Cyanoethyl)-N-β-acetoxyethyl)amino]-2′,6′-dichloro-4′-nitroazobenzene;C.I. Disperse Orange 30;Tersetile Brown GRL;Tersetile Yellow Brown GRL;Foron Yellow Brown S 2RFL;Disperse Orange 30;Synten Golden Brown P 2R;Synten Golden Brown P 2RL;Sumikaron Yellow Brown S 2RL;Kayalon Polyester Yellow Brown 2RL-S;Fantagen Brown 4GL;Dispersol Orange C-R;Tulasteron Fast Yellow Brown GR-C;Disperse Brown Yellow 2RFL;Dianix Yellow Brown 2R-FS;Terasil Yellow Brown 2RFL;Foron Yellow Brown S 2RFLI;Serilene Yellow Brown R-LS;Serene Disperse Orange 20;Disperse Yellow Brown 2AE;Disperse Yellow Brown S 2RFL;Disperse Orange S 4RL;Dianix Yellow Brown S 2R;Disperse Orange WXF;Lonsperse Orange S 4RL;C.I. Disperse Brown 9;C.I. 11119;Disperse Brown 9;12223-23-3;39328-03-5;50814-77-2;73299-41-9

  • Categories:

    Dyes and Pigments  >  Dye

3-[[2-(Acetyloxy)ethyl][4-[2-(2,6-dichloro-4-nitrophenyl)diazenyl]phenyl]amino]propanenitrile Basic Attributes

450.27

450.28

226-070-4

DTXSID4063745

Characteristics

123.87000

6.12338

1.38 g/cm3

645ºC at 760mmHg

343.9ºC

Safety Information

P261, P272, P273, P280, P302+P352, P321, P333+P313, P363, P391, P501

H317

|H411 (12.2%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]|P273, P391, and P501|Aggregated GHS information provided by 96 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H412 (100%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]|P273, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

3-[[2-(Acetyloxy)ethyl][4-[2-(2,6-dichloro-4-nitrophenyl)diazenyl]phenyl]amino]propanenitrile Use and Manufacturing

Methods of Manufacturing

Using 2, 6-dichloro-4-nitroaniline, acrylonitrile, ethylene oxide, and acetic anhydride as raw materials, first cyanoethylate aniline with acrylonitrile, and then hydroxyethylate with ethylene oxide , Finally esterified with acetic anhydride to obtain the coupling component; then 2, 6-dichloro-4-nitroaniline is diazotized, coupled with the coupling component, filtered, ground, and dried to obtain the finished product. Heat 160kg of water, 1.3L hydrochloric acid (30%), 372kg of aniline (100%), 26.5kg of acrylonitrile (100%), 0.52kg of hydroquinone (99%) to 80-90℃, reflux for 32h, and cool to 80℃, add 20kg of industrial refined salt, salt out, filter and dry to obtain 47-49kg of N-cyanoethylaniline (II) (The cyanoethylation reaction can be reacted at 100-110℃ for 22h under 0.1-0.13MPa pressure, The yield can reach 90%, which is better than normal pressure method). Take 1 part (II) and 1.05 part of ethylene oxide and carry out the hydroxyethylation reaction at 145-150°C for 3 hours to obtain 121-123 kg of product N-cyanoethyl-N-hydroxyethyl aniline (III). Take 1 part (III), 2 parts acetic anhydride, 10kg sulfuric acid (98%), raise the temperature to 100-105℃, esterification reaction for 2h, lower the temperature to 20℃, dilute with 10kg acetic acid to obtain N-cyanoethyl-N-hydroxyethyl Acetyl aniline (IV). Take 1 part of 2, 6-dichloro-4-nitroaniline and 1 part of sodium nitrite for diazotization, and then couple with (IV) (diazotization and coupling reaction can be carried out in acetic acid medium, the product quality is better Good, but the process is complicated (recovery of acetic acid). If the sulfuric acid medium is used, the coupling component (IV) should not be excessive, otherwise the dye color will be dark). React for 2h, filter, wash with water to neutral, and dry to obtain the dye.

Uses

Disperse Orange S-4RL is the main color of high-temperature disperse dyes. It has excellent fastness to sunlight and sublimation. It is mainly used for dyeing polyester-cotton, polyester-viscose blended products and direct printing of cotton-polyester blended fabrics. It can be dyed by high temperature and high pressure method, and is also suitable for dyeing by hot melt method. Combined with dispersed ruby ​​H2GFL and dispersed dark blue HGL to form three primary colors, which are dyed together with middle and deep colors. It can also be used in combination with medium-temperature disperse dyes for dyeing acetate fibers. The color is slightly yellow, the soaping fastness of nylon dyeing is poor, and the dyeing rate of acrylic fiber is low.


Dyes

Textiles, apparel, and leather manufacturing|Propanenitrile, 3-[[2-(acetyloxy)ethyl][4-[2-(2,6-dichloro-4-nitrophenyl)diazenyl]phenyl]amino]-: ACTIVE

Computed Properties

Molecular Weight:450.3
XLogP3:4.5
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:9
Exact Mass:449.0657594
Monoisotopic Mass:449.0657594
Topological Polar Surface Area:124
Heavy Atom Count:30
Complexity:645
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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