3-((4-((2,6-Dibromo-4-nitrophenyl)azo)phenyl)ethylamino)propiononitrile

Base Information

• Chemical Name: 3-((4-((2,6-Dibromo-4-nitrophenyl)azo)phenyl)ethylamino)propiononitrile
• CAS No.: 55281-26-0
• Deprecated CAS: 12270-45-0
• Molecular Formula: C17H15 Br2 N5 O2
• Molecular Weight: 481.146
• European Community (EC) Number: 259-563-8,602-862-9
• DSSTox Substance ID: DTXSID00276061,DTXSID70866473
• Nikkaji Number: J266.960I
• Mol file: 55281-26-0.mol

Synonyms:Disperse Orange 61;55281-26-0;12270-45-0;3-((4-((2,6-Dibromo-4-nitrophenyl)azo)phenyl)ethylamino)propiononitrile;EINECS 259-563-8;3-[[4-[(2,6-Dibromo-4-nitrophenyl)azo]phenyl]ethylamino]propiononitrile;3-[4-[(2,6-dibromo-4-nitrophenyl)diazenyl]-N-ethylanilino]propanenitrile;4-(2,6-Dibromo-4-nitrophenylazo)-N-(beta-cyanoethyl)-N-ethylaniline;Propanenitrile, 3-((4-((2,6-dibromo-4-nitrophenyl)azo)phenyl)ethylamino)-;Propanenitrile, 3-[[4-[(2,6-dibromo-4-nitrophenyl)azo]phenyl]ethylamino]-;Propanenitrile, 3-((4-(2-(2,6-dibromo-4-nitrophenyl)diazenyl)phenyl)ethylamino)-;Propanenitrile, 3-[[4-[2-(2,6-dibromo-4-nitrophenyl)diazenyl]phenyl]ethylamino]-;C.I.Disperse Orange 61;3-[4-[(E)-(2,6-dibromo-4-nitrophenyl)diazenyl]-N-ethylanilino]propanenitrile;Palanil Yellow Brown REL;C.I. Disperse Orange 61;C17H15Br2N5O2;SCHEMBL12955203;SCHEMBL18179601;DTXSID00276061;DTXSID70866473;C17-H15-Br2-N5-O2;Disperse Orange 61 100 microg/mL in Acetonitrile;3-[{4-[(E)-(2,6-Dibromo-4-nitrophenyl)diazenyl]phenyl}(ethyl)amino]propanenitrile;Propanenitrile, 3-[[4-[(2,6-dibromo-4-nitrophenyl) azo]phenyl]ethylamino]-

Chemical Property of 3-((4-((2,6-Dibromo-4-nitrophenyl)azo)phenyl)ethylamino)propiononitrile

Chemical Property:

• Vapor Pressure: 0Pa at 25℃
• Boiling Point: 632.5±55.0 °C(Predicted)
• PKA: 2.12±0.50(Predicted)
• PSA: 97.57000
• Density: 1.62±0.1 g/cm3(Predicted)
• LogP: 6.79838
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 480.95720
• Heavy Atom Count: 26
• Complexity: 527

Purity/Quality:

99.9% ^*data from raw suppliers

DisperseOrange61(TechnicalGrade) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CCC#N)C1=CC=C(C=C1)N=NC2=C(C=C(C=C2Br)[N+](=O)[O-])Br
• Uses: Disperse Orange 61 is an azo disperse dye which is water insoluble. Disperse Orange 61 can be used to dye polyester and acetate fibers. Dyes and metabolites, Environmental Testing.

Technology Process of 3-((4-((2,6-Dibromo-4-nitrophenyl)azo)phenyl)ethylamino)propiononitrile

There total 4 articles about 3-((4-((2,6-Dibromo-4-nitrophenyl)azo)phenyl)ethylamino)propiononitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.3%

C6H2Br2N3O2(1+)*HO4S(1-) + N-ethyl-N-(2-cyanoethyl)aniline (148-87-8) → 3-[[4-[(2,6-dibromo-4-nitrophenyl)azo]phenyl]ethylamino]propanenitrile (55281-26-0,12270-45-0)

Guidance literature:

With hydrogenchloride; sulfuric acid; In water; at 10 ℃; for 1.83333h; Green chemistry;

DOI:10.1016/j.dyepig.2019.107920

Reference yield:

2,6-dibromo-4-nitroaniline (827-94-1) + N-ethyl-N-(2-cyanoethyl)aniline (148-87-8) → 3-[[4-[(2,6-dibromo-4-nitrophenyl)azo]phenyl]ethylamino]propanenitrile (55281-26-0,12270-45-0)

Guidance literature:

2,6-dibromo-4-nitroaniline; With naphthalene-1,5-disulfonate; In ethyl acetate; at 50 ℃; for 0.166667h;

With tert.-butylnitrite; In ethyl acetate; at 25 ℃; for 0.333333h;

N-ethyl-N-(2-cyanoethyl)aniline; With hydrogenchloride; In water; at 0 - 5 ℃; for 0.2h;

DOI:10.1016/j.dyepig.2016.08.026

Reference yield:

2,6-dibromo-4-nitroaniline (827-94-1) → 3-[[4-[(2,6-dibromo-4-nitrophenyl)azo]phenyl]ethylamino]propanenitrile (55281-26-0,12270-45-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; nitrosylsulfuric acid / ethyl acetate / 0.45 h / 0 - 5 °C

2: hydrogenchloride; sulfuric acid / water / 1.83 h / 10 °C / Green chemistry

With hydrogenchloride; nitrosylsulfuric acid; sulfuric acid; In water; ethyl acetate;

DOI:10.1016/j.dyepig.2019.107920

upstream raw materials:

2,6-dibromo-4-nitroaniline

N-ethyl-N-(2-cyanoethyl)aniline

Refernces

• 1、 -. "Disperse dye composition and preparation method and application thereof". Paragraph 0098-0101. . Retrieved 2019/12/15.
• 2、 Qiu, Jinjing,Tang, Bingtao,Ju, Benzhi,Xu, Yuanji,Zhang, Shufen. "Stable diazonium salts of weakly basic amines—Convenient reagents for synthesis of disperse azo dyes". . p. 63 - 69. Retrieved 2016/08/24.