1,4-Benzenediamine, N-(2,4-dinitrophenyl)-

Base Information

• Chemical Name: 1,4-Benzenediamine, N-(2,4-dinitrophenyl)-
• CAS No.: 6373-73-5
• Molecular Formula: C12H10N4O4
• Molecular Weight: 274.236
• Hs Code.: 2921590090
• European Community (EC) Number: 228-919-4
• UNII: Y94JA3EYQ9
• ChEMBL ID: CHEMBL1531704
• DSSTox Substance ID: DTXSID2064288
• Nikkaji Number: J37.584E
• NSC Number: 60560
• Wikidata: Q72472437
• Mol file: 6373-73-5.mol

Synonyms:6373-73-5;Disperse Yellow 9;1,4-Benzenediamine, N-(2,4-dinitrophenyl)-;Seriplas Yellow PL;C.I. Disperse Yellow 9;Supracet Yellow 5RD;SRA Golden Yellow IX;Serisol Fast Yellow PL;4-N-(2,4-dinitrophenyl)benzene-1,4-diamine;C.I. Solvent Orange 53;2,4-Dinitro-4'-aminodiphenylamine;N-(2,4-Dinitrophenyl)benzene-1,4-diamine;N~1~-(2,4-dinitrophenyl)benzene-1,4-diamine;4-Amino-2',4'-dinitrodiphenylamine;C.I. 10375;1,4-Benzenediamine, N1-(2,4-dinitrophenyl)-;NSC 60560;N1-(2,4-Dinitrophenyl)benzene-1,4-diamine;p-Phenylenediamine, N-(2,4-dinitrophenyl)-;NSC-60560;Disperse Yellow 9 10 microg/mL in Acetonitrile;N-(2,4-Dinitrophenyl)-1,4-phenylenediamine;EINECS 228-919-4;Y94JA3EYQ9;MLS000720193;SCHEMBL243259;1, N-(2,4-dinitrophenyl)-;CHEMBL1531704;DTXSID2064288;CHEBI:193582;JMDHCJDATBJFJS-UHFFFAOYSA-N;HMS2605L15;NSC60560;CCG-43622;p-Phenylenediamine,4-dinitrophenyl)-;Disperse Yellow 9 (Technical Grade);AKOS001604516;disperse yellow 9 (C.I. 10375);Disperse Yellow 9, analytical standard;NCGC00245836-01;AS-66068;SMR000304722;FT-0636125;N1-(2,4-Dinitrophenyl)-1,4-benzenediamine;N-(2,4-dinitro-phenyl)-benzene-1,4-diamine;D96102;SR-01000633527-1;W-110125

Chemical Property of 1,4-Benzenediamine, N-(2,4-dinitrophenyl)-

Chemical Property:

• Vapor Pressure: 7.31E-09mmHg at 25°C
• Melting Point: 187-190 ºC
• Refractive Index: 1.737
• Boiling Point: 466 °C at 760 mmHg
• PKA: 4.22±0.10(Predicted)
• Flash Point: 235.7 °C
• PSA: 129.69000
• Density: 1.511 g/cm³
• LogP: 4.52940
• Storage Temp.: Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• Water Solubility.: 1.645mg/L(25 oC)
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 274.07020481
• Heavy Atom Count: 20
• Complexity: 359

Purity/Quality:

99% ^*data from raw suppliers

Disperse Yellow 9 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1N)NC2=C(C=C(C=C2)[N+](=O)[O-])[N+](=O)[O-]
• Uses: Disperse yellow 9 is a dye in terylene. Disperse Yellow 9 is an azo disperse dye which is water insoluble. Disperse Yellow 9 can be used to dye polyester and acetate fibers. Dyes and metabolites, Environmental Testing.

Technology Process of 1,4-Benzenediamine, N-(2,4-dinitrophenyl)-

There total 7 articles about 1,4-Benzenediamine, N-(2,4-dinitrophenyl)- 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: 85.7%

1-chloro-2,4-dinitro-benzene (97-00-7) + 1,4-phenylenediamine (106-50-3) → N-(2,4-dinitrophenyl)benzene-1,4-diamine (6373-73-5)

Guidance literature:

With sodium hydroxide; In water; acetonitrile; at 50 - 55 ℃; Solvent; Temperature;

Reference yield:

2,4-Dinitrophenol (51-28-5) → N-(2,4-dinitrophenyl)benzene-1,4-diamine (6373-73-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / 1) NaOH / methanol / 12 h / Ambient temperature

2: acetonitrile / 1 h / Heating

With sodium hydroxide; In methanol; acetonitrile;

Reference yield:

acetic acid-[4-(2,4-dinitro-anilino)-anilide] (17220-48-3) → N-(2,4-dinitrophenyl)benzene-1,4-diamine (6373-73-5)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

acetic acid-[4-(2,4-dinitro-anilino)-anilide]

2,4-Dinitrofluorobenzene

1,4-phenylenediamine

1-chloro-2,4-dinitro-benzene

Downstream raw materials:

2,6-dichloro-[1,4]benzoquinone-4-(2,4-dinitro-phenylimine)

N-[2-Chloro-4-(2,4-dinitro-phenylamino)-phenyl]-benzenesulfonamide

N¹-phenylsulfonyl-N⁴-(2,4-dinitrophenyl)-1,4-benzoquinone diimine

1-(2-Chloro-4-nitro-phenyl)-3-[4-(2,4-dinitro-phenylamino)-phenyl]-thiourea

Refernces

• 1、 -. "A disperse yellow dye N - (2, 4 - two-nitrophenyl) para-phenylene diamine preparation method (by machine translation)". Paragraph 0013; 0014; 0015. . Retrieved 2017/08/28.
• 2、 Titskii, G. D.,Mitchenko, E. S.,Dubovaya, A. A.. "KINETICS OF THE REACTION OF 2-(2,4-DINITROPHENOXY)-N-ETHYLPYRIDINIUM TETRAPHENYLBORATE WITH AROMATIC AMINES IN ACETONITRILE". . p. 1945 - 1949. Retrieved 2007/10/02.