4-(Phenylazo)diphenylamine

Base Information

• Chemical Name: 4-(Phenylazo)diphenylamine
• CAS No.: 101-75-7
• Molecular Formula: C18H15 N3
• Molecular Weight: 273.337
• Hs Code.: 29270000
• European Community (EC) Number: 202-972-3
• NSC Number: 74774
• DSSTox Substance ID: DTXSID1059238
• Nikkaji Number: J87.540F
• Wikidata: Q15726126
• Mol file: 101-75-7.mol

Synonyms:4-(Phenylazo)diphenylamine;101-75-7;4-Anilinoazobenzene;4-Phenylazodiphenylamine;4-Benzeneazodiphenylamine;Azobenzene, 4-anilino-;N-Phenyl-4-aminoazobenzene;Benzenamine, N-phenyl-4-(phenylazo)-;N-Phenyl-4-(phenylazo)aniline;4-(Phenylamino)azobenzene;N-phenyl-4-phenyldiazenylaniline;DIPHENYLAMINE, 4-(PHENYLAZO)-;Benzenamine, N-phenyl-4-(2-phenyldiazenyl)-;NSC 74774;EINECS 202-972-3;BRN 0749359;(E)-N-phenyl-4-(phenyldiazenyl)aniline;AI3-15296;83374-91-8;N-Phenyl-4-(phenyldiazenyl)aniline;N-Phenyl-4-[phenyldiazenyl]aniline;MFCD00003023;NSC74774;benzeneazodiphenylamine;p-Phenazodiphenylamine;WLN: RNUNR DMR;4(phenylazo)diphenylamine;NCIOpen2_004096;SCHEMBL61806;N-phenyl-4-(phenylazo)anilin;DTXSID1059238;4-(Phenylazo)diphenylamine, 97%;BTB 10542;NSC-74774;AKOS024302282;FS-4365;HY-W142631;LS-62880;N-Phenyl-4-(2-phenyldiazenyl)benzenamine;Benzenamine,N-phenyl-4-(2-phenyldiazenyl)-;CS-0204670;FT-0616848;P0146;D91913;J-000489;Q15726126

Chemical Property of 4-(Phenylazo)diphenylamine

Chemical Property:

• Appearance/Colour: orange fine crystalline powder
• Vapor Pressure: 5.74E-07mmHg at 25°C
• Melting Point: 87-91 °C
• Refractive Index: 1.5480 (estimate)
• Boiling Point: 451.7 °C at 760 mmHg
• PKA: 0.42(at 25℃)
• Flash Point: 227 °C
• PSA: 36.75000
• Density: 1.08 g/cm³
• LogP: 5.91860
• Solubility.: Solubility Insoluble in water; soluble in ethanol, methanol
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 273.126597491
• Heavy Atom Count: 21
• Complexity: 308

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(Phenylazo)diphenylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Azo Dyes
• Canonical SMILES: C1=CC=C(C=C1)NC2=CC=C(C=C2)N=NC3=CC=CC=C3
• Uses: 4-(Phenylazo)diphenylamine is a soluble azo dye and stain. Dyes and metabolites.

Technology Process of 4-(Phenylazo)diphenylamine

There total 18 articles about 4-(Phenylazo)diphenylamine 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: 96.0%

aniline (62-53-3) + trans-azobenzene (17082-12-1) → 4-(Phenylazo)diphenylamine (101-75-7)

Guidance literature:

With 18-crown-6 ether; potassium tert-butylate; oxygen; at 70 ℃; for 12h;

DOI:10.1021/jo00098a021

Reference yield: 73.5%

nitrobenzene (98-95-3,26969-40-4) + aniline (62-53-3) → Phenazin (92-82-0) + p-nitrosodiphenylamine (156-10-5) + 4-ntrophenyl(phenyl)amine (836-30-6) + Azobenzene (1227476-15-4) + 4-(Phenylazo)diphenylamine (101-75-7)

Guidance literature:

potassium hydroxide; betaine; In methanol; water; at 40 - 80 ℃; for 6h; under 30.003 - 150.015 Torr;

Reference yield: 64.0%

diphenylamine (122-39-4) + aniline (62-53-3) → 4-(Phenylazo)diphenylamine (101-75-7)

Guidance literature:

aniline; With hydrogenchloride; sodium nitrite; cooling;

diphenylamine; With hydrogenchloride; In methanol; at 0 - 5 ℃; for 3h;

DOI:10.1246/bcsj.73.1525

upstream raw materials:

benzenediazonium

diphenylamine

benzene diazonium chloride

diphenylamine hydrochloride

Downstream raw materials:

N-cyclohexyl-N'-phenyl-p-phenylenediamine

N-phenyl-N'-isopropyl-p-phenylenediamine

N-phenyl-N'-(1,4-dimethylpentyl)-p-phenylenediamine

5,12-diphenyl-5,12-dihydroquinoxalino[2,3-b]phenazine

Refernces

• 1、 Wagner, Gerald,Arion, Vladimir B.,Brecker, Lothar,Krantz, Carsten,Mieusset, Jean-Luc,Brinker, Udo H.. "Controllable selective functionalization of a cavitand via solid state photolysis of an encapsulated phenyl azide". supporting information; experimental part. p. 3056 - 3058. Retrieved 2009/12/22.
• 2、 -. "Method of preparation of 4-aminodiphenylamine". Page column 13-15. . Retrieved 2008/06/13.