14118-16-2

Basic information

• Product Name: 1 4-BIS(DIPHENYLAMINO)BENZENE
• Synonyms: Tetra-N-phenyl-p-phenylenediamine, N,N,Nμ,Nμ-Tetraphenyl-benzene-1,4-diamine;N,N,N',N'-Tetraphenyl-1,4-benzenediamine;N,N,N',N'-Tetraphenyl-p-phenylenediamine;N1,N1,N4,N4-tetraphenylbenzene-1,4-diaMine;N,N,N',N'-Tetraphenyl-1,4-phenylenediamine;1,4-Bis(diphenylamino)benzene 97%;N,N,N',N'-Tetraphenyl-1,4-phenylenediamine;1-N,1-N,4-N,4-N-tetraphenylbenzene-1,4-diamine
• CAS NO: 14118-16-2
• Molecular Formula: C₃₀H₂₄N₂
• Molecular Weight: 412.52
• Mol File: 14118-16-2.mol
• Article Data: 21

Chemical Properties

• Melting Point: 201-205 °C
• Boiling Point: 571.2°Cat760mmHg
• Flash Point: 258.6°C
• Appearance: /
• Density: 1.172g/cm³
• Vapor Pressure: 4.66E-13mmHg at 25°C
• Refractive Index: 1.686
• PKA: -2.19±0.60(Predicted)
• CAS DataBase Reference: 1 4-BIS(DIPHENYLAMINO)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1 4-BIS(DIPHENYLAMINO)BENZENE(14118-16-2)
• EPA Substance Registry System: 1 4-BIS(DIPHENYLAMINO)BENZENE(14118-16-2)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 14118-16-2(Hazardous Substances Data)

Usage

Uses

Used in OLED multilayers and molecular magnets

InChI:InChI=1/C30H24N2/c1-5-13-25(14-6-1)31(26-15-7-2-8-16-26)29-21-23-30(24-22-29)32(27-17-9-3-10-18-27)28-19-11-4-12-20-28/h1-24H

Upstream product

• 106-46-7 para-dichlorobenzene 
• 5864-44-8 potassium diphenylamide 
• 624-38-4 para-diiodobenzene 
• 90-30-2 N-phenyl-1-naphthylamine 
• 591-50-4 iodobenzene 
• 122-39-4 diphenylamine 
• 38257-52-2 4-(N,N-diphenylamino)iodobenzene 
• 74-31-7 N,N'-diphenyl-1,4-phenylenediamine 
• 637-88-7 1,4-Cyclohexanedione 
• 106-37-6 1.4-dibromobenzene 
• 106-50-3 1,4-phenylenediamine 
• 589-87-7 1,4-bromoiodobenzene 
• 108-86-1 bromobenzene 
• 62-53-3 aniline 

Downstream Products

• 111017-60-8 N¹,N¹,N⁴,N⁴-tetrakis(4-bromophenyl)benzene-1,4-diamine 

Relevant articles and documents

Arylation of diarylamines catalyzed by Ni(II)-PPh3 system

(Chemical Equation Presented) The cross-coupling of bromomagnesium diarylamides, generated in situ from diarylamines, with aryl bromides or iodides can be effected with a simple NiCl2(PPh3) 2-PPh3 catalyst system under relatively mild conditions. This coupling reaction is an inexpensive, convenient, and practical method, functioning as an alternative to the corresponding Pd-catalyzed or Cu-mediated process for the synthesis of triarylamines.

Photochemistry of Cation Radicals in Solution: Photoinduced Electron-transfer Reactions between Alcohols and the N,N,N',N'-Tetraphenyl-p-phenylenediamine Cation Radical

Irradiation of the N,N,N',N'-tetraphenyl-p-phenylenediamine cation radical (TPPD.+) with benzyl alcohol causes its reduction to TPPD and oxidation of the alcohol into benzaldehyde; with benzhydrol and 1-phenylethanol the corresponding symmetrical ethers are formed in a photocatalytic process in which TPPD.+ is recycled via two successive electron transfers.

Electron-Catalyzed Coupling of Magnesium Amides with Aryl Iodides

An electron was found to catalyze the coupling of magnesium diarylamides with aryl iodides giving triarylamines through a radical-anion intermediate. The transformation requires no transition metal catalysts or additives, and a wide array of products are formed in good-to-excellent yields.

Synthesizing method of tetracarboxylic acid N,N,N',N'-tetra-(4'-carboxyl biphenyl)-1,4-phenylenediamine

The invention relates to a synthesizing method of tetracarboxylic acid N,N,N',N'-tetra-(4'-carboxyl biphenyl)-1,4-phenylenediamine. The synthesizing method comprises the following steps of enabling 1,4-benzene dibromide and diphenylamine to generate N,N,N',N'-tetraphenyl-1,4-phenylenediamine (A) through arylamination reaction; enabling the N,N,N',N'-tetraphenyl-1,4-phenylenediamine (A) and NBS (N-bromosuccinimide) to generate N,N,N',N'-tetra-(4-bromophenylacetone)-1,4-phenylenediamine (B); enabling the N,N,N',N'-tetra-(4-bromophenylacetone)-1,4-phenylenediamine (B) and 4-methyl boronobenzoate to generate N,N,N',N'-tetra-(4'-methoxycarbonyl biphenyl)-1,4-phenylenediamine (C); hydrolyzing the N,N,N',N'-tetra-(4'-methoxycarbonyl biphenyl)-1,4-phenylenediamine (C), so as to generate a target compound D, namely N,N,N',N'-tetra-(4'-carboxyl biphenyl)-1,4-phenylenediamine. The synthesizing method has the advantages that the poly-benzene ring aromatic tetracarboxylic acid compound not reported in literature is synthesized; the synthesizing method is simple, the cost is low, the yield rate is high, and the purity is high. The target compound is shown as a formula shown in the attached figure.