1,4-Benzenediamine, N,N,N',N'-tetraphenyl-

Base Information

• Chemical Name: 1,4-Benzenediamine, N,N,N',N'-tetraphenyl-
• CAS No.: 14118-16-2
• Molecular Formula: C30H24 N2
• Molecular Weight: 412.534
• Hs Code.: 2921590090
• European Community (EC) Number: 627-175-1
• DSSTox Substance ID: DTXSID7065708
• Nikkaji Number: J421.909K
• Wikidata: Q81992340
• Mol file: 14118-16-2.mol

Synonyms:14118-16-2;1,4-Bis(diphenylamino)benzene;1,4-Benzenediamine, N,N,N',N'-tetraphenyl-;1 4-BIS(DIPHENYLAMINO)BENZENE;N1,N1,N4,N4-Tetraphenylbenzene-1,4-diamine;1-N,1-N,4-N,4-N-tetraphenylbenzene-1,4-diamine;n,n,n',n'-tetraphenyl-1,4-phenylenediamine;N,N,N',N'-tetraphenyl-p-phenylenediamine;1,4-Benzenediamine, N1,N1,N4,N4-tetraphenyl-;SCHEMBL302043;DTXSID7065708;MFCD08276846;1,4-Bis(diphenylamino)benzene, 97%;AKOS003654014;C30-H24-N2;AS-47909;T3309;F16762;N1,N1,N4,N4-Tetraphenyl-1,4-benzenediamine

Chemical Property of 1,4-Benzenediamine, N,N,N',N'-tetraphenyl-

Chemical Property:

• Vapor Pressure: 4.66E-13mmHg at 25°C
• Melting Point: 201-205 °C
• Boiling Point: 571.2°Cat760mmHg
• PKA: -2.19±0.60(Predicted)
• Flash Point: 258.6°C
• PSA: 6.48000
• Density: 1.172g/cm³
• LogP: 8.62620
• XLogP3: 9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 412.193948774
• Heavy Atom Count: 32
• Complexity: 431

Purity/Quality:

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

N,N,N'',N''-Tetraphenyl-1,4-phenylenediamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N(C2=CC=CC=C2)C3=CC=C(C=C3)N(C4=CC=CC=C4)C5=CC=CC=C5
• Uses: Used in OLED multilayers and molecular magnets

Technology Process of 1,4-Benzenediamine, N,N,N',N'-tetraphenyl-

There total 22 articles about 1,4-Benzenediamine, N,N,N',N'-tetraphenyl- 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: 99.0%

4-N,N-diphenylamino-1-bromobenzene (36809-26-4) + N-(trimethylsilyl)-diphenylamine (17425-91-1) → N,N,N',N'-tetraphenyl-p-phenylenediamine (14118-16-2)

Guidance literature:

With cesium fluoride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; XPhos; at 100 ℃; for 3h; Inert atmosphere;

DOI:10.1246/cl.131075

Reference yield: 98.0%

1,4-bromoiodobenzene (589-87-7) + diphenylamine (122-39-4) → N,N,N',N'-tetraphenyl-p-phenylenediamine (14118-16-2) + 4-N,N-diphenylamino-1-bromobenzene (36809-26-4)

Guidance literature:

With copper(l) iodide; sodium t-butanolate; In tetrahydrofuran; at 60 ℃; for 12h; Reagent/catalyst; Temperature; chemoselective reaction; Catalytic behavior; Inert atmosphere;

DOI:10.1016/j.tet.2015.01.028

Reference yield: 98.0%

bromobenzene (108-86-1,52753-63-6) + N,N'-bis(trimethylsilyl)-N,N-diphenyl-4,4'-phenylendiamine (73039-26-6) → N,N,N',N'-tetraphenyl-p-phenylenediamine (14118-16-2)

Guidance literature:

With cesium fluoride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; XPhos; at 100 ℃; for 14h; Inert atmosphere;

DOI:10.1246/cl.131075

upstream raw materials:

para-dichlorobenzene

potassium diphenylamide

para-diiodobenzene

N-phenyl-1-naphthylamine

Downstream raw materials:

N¹,N¹,N⁴,N⁴-tetrakis(4-bromophenyl)benzene-1,4-diamine

Refernces

• 1、 Su, Chang,Yang, Fang,Ji, Lvlv,Xu, Lihuan,Zhang, Cheng. "Polytriphenylamine derivative with high free radical density as the novel organic cathode for lithium ion batteries". . p. 20083 - 20088. Retrieved 2014.
• 2、 -. "SOLVENT-FREE CROSS-COUPLING REACTION, AND PRODUCTION METHOD USING SAID REACTION". Paragraph 0311-0314; 0322. . Retrieved 2021/12/30.
• 3、 -. "Triphenylamine structure-containing compound, and preparation method and application thereof". Paragraph 0050; 0051-0052. . Retrieved 2017/12/27.