147678-90-8

Basic information

• Product Name: N-(p-Tolyl)-[1,1'-biphenyl]-4-aMine
• Synonyms: N-(p-Tolyl)-[1,1'-biphenyl]-4-aMine
• CAS NO: 147678-90-8
• Molecular Formula: C₁₉H₁₇N
• Molecular Weight: 259.34498
• Mol File: 147678-90-8.mol

Chemical Properties

• Boiling Point: 428°C at 760 mmHg
• Flash Point: 228.3°C
• Appearance: /
• Density: 1.094g/cm³
• Vapor Pressure: 1.57E-07mmHg at 25°C
• Refractive Index: 1.636
• Storage Temp.: 2-8°C
• CAS DataBase Reference: N-(p-Tolyl)-[1,1'-biphenyl]-4-aMine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(p-Tolyl)-[1,1'-biphenyl]-4-aMine(147678-90-8)
• EPA Substance Registry System: N-(p-Tolyl)-[1,1'-biphenyl]-4-aMine(147678-90-8)

Safety Data

• Hazardous Substances Data: 147678-90-8(Hazardous Substances Data)

Usage

Uses

Used in Dye and Pigment Production:
N-(p-Tolyl)-[1,1'-biphenyl]-4-aMine is utilized as a key component in the manufacturing process of dyes and pigments. Its unique chemical structure contributes to the color properties and stability of these products, making it an essential ingredient in this industry.
Used as a Precursor in Pharmaceutical and Agrochemical Synthesis:
In the pharmaceutical and agrochemical sectors, N-(p-Tolyl)-[1,1'-biphenyl]-4-aMine serves as a precursor in the synthesis of various compounds. Its reactivity and structural features make it a valuable intermediate in the production of drugs and agrochemicals, contributing to the development of new and effective products.
Safety Considerations:
Given its toxic nature, it is crucial to handle N-(p-Tolyl)-[1,1'-biphenyl]-4-aMine with care to prevent skin irritation and respiratory issues. Proper safety procedures should be followed during its handling, storage, and disposal to ensure the well-being of individuals and the protection of the environment.

InChI:InChI=1/C19H17N/c1-15-7-11-18(12-8-15)20-19-13-9-17(10-14-19)16-5-3-2-4-6-16/h2-14,20H,1H3

Upstream product

• 624-31-7 4-tolyl iodide 
• 92-67-1 4-phenylalanine 
• 92-52-4 biphenyl 
• 623-10-9 N-(4-methylphenyl)hydroxylamine 
• 106-38-7 para-bromotoluene 
• 28355-52-4 2-([1,1′-biphenyl]-4-yloxy)pyridine 
• 106-49-0 p-toluidine 
• 2051-62-9 4'-biphenyl chloride 
• 92-93-3 1-phenyl-4-nitrobenzene 
• 78-32-0 tri-p-cresyl phosphate 
• 5122-94-1 4-biphenylboronic acid 
• 51171-72-3 4-phenylcyclohex-2-en-1-one 
• 62-53-3 aniline 
• 589-92-4 1-methylcyclohexan-4-one 

Relevant articles and documents

AROMATIC AMINE DERIVATIVE AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING SAME

The present invention relates to an organic light emitting compound which is aromatic amine derivatives expressed as chemical formula A and has excellent light emitting properties such as brightness and light emitting efficiency compared with those of an existing light emitting material. Accordingly, an organic electroluminescent device comprising the same has excellent light emitting properties.

Heterocyclic compounds and organic light-emitting diode including the same

The present invention relates to a novel heterocyclic compound and an organic electroluminescent device including the same as a light emitting material, particularly a heterocyclic compound denoted by chemical formula 1, and an organic electroluminescent device having excellent luminance properties including driving voltage and luminance efficiency.

Phosphorescent OLED and hole transporting materials for phosphorescent OLEDS

The present invention relates to phosphorescent organic light-emitting diodes (OLEDs) including a hole-transporting or a hole-transporting and an electron-blocking layer including an N,N,N′,N′-tetraaryl-phenylene-3,5-diamine or an N,N,N′,N′-tetraaryl-1,1′-biphenyl-3,3′-diamine matrix compound and to new N,N,N′,N′-tetraarylsubstituted m-arylene diamine compounds useful as hole-transporting and electron-blocking layer matrices in phosphorescent OLEDs.

Well-Designed N-Heterocyclic Carbene Ligands for Palladium-Catalyzed Denitrative C-N Coupling of Nitroarenes with Amines

The C-N bond formation is one of the fundamental reactions in organic chemistry, because of the widespread presence of amine moieties in pharmaceuticals and biologically active compounds. Palladium-catalyzed C-N coupling of haloarenes represents one of the most efficient approaches to aromatic amines. Nitroarenes are ideal alternative electrophilic coupling partners, since they are inexpensive and readily available. The denitration and cross-coupling using nitroarenes as the electrophilic partners is challenging, because of the low reactivity of the Ar-NO2 bond toward oxidative addition. We report here the C-N coupling of nitroarenes and amines using palladium/5-(2,4,6-triisopropylphenyl)imidazolylidene[1,5-a]pyridines as the catalyst. The ligands are readily available from commercial chemicals. The reaction shows broad substrate scope and functional group tolerance. The method is applicable to both aromatic and aliphatic amines, and many secondary and tertiary aromatic amines bearing various functional groups were obtained in high yields.

Method for catalyzing nitro-arene and amine compound to be synthesized into aromatic amine compounds through palladium/imidazolium salt

The invention discloses a method for catalyzing nitro-arene and an amine compound to be synthesized into aromatic amine through palladium/imidazolium salt. The method comprises the steps that in an organic solvent, the palladium/imidazolium salt is taken as a catalyst, the nitro-arene and the amine compound are subjected to a coupling reaction under the function of alkali, and then the aromatic amine compounds are obtained through aftertreatment. The method is simple in ligand synthesis, storage is facilitated, the price is low, the use quantity of ligands is low, the yield of the product is high, and the substrates have high applicability and are suitable for preparing diarylamine and N-alkylated arylamine. The method can be used for synthesizing a series of aromatic amine compounds, andthe aromatic amine compounds have high application value in the fields of pesticides, medicines, materials and the like.

Palladium-catalyzed c(sp2)-n bond cross-coupling with triaryl phosphates

The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(-cinnamyl)Cl]2 enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this reaction condition. The solvent-free amination reactions are also successful in both solid coupling partners. The gram-scale cross-coupling is achieved by this catalytic system.

Palladium-Catalyzed C(sp2)-N Bond Cross-Coupling with Triaryl Phosphates

The first general palladium-catalyzed amination of aryl phosphates is described. The combination of MorDalPhos with [Pd(?-cinnamyl)Cl]2 enables the amination of electron-rich, electron-neutral, and electron-poor aryl phosphates with a board range of aromatic, aliphatic, and heterocyclic amines. Common functional groups such as ether, keto, ester, and nitrile show an excellent compatibility in this reaction condition. The solvent-free amination reactions are also successful in both solid coupling partners. The gram-scale cross-coupling is achieved by this catalytic system.

Copper immobilized at a covalent organic framework: An efficient and recyclable heterogeneous catalyst for the Chan-Lam coupling reaction of aryl boronic acids and amines

A polyimide covalent organic framework (PI-COF) with high thermal and chemical stabilities has been readily prepared from commercially available and inexpensive reagents and was employed as an effective support for heterogeneous copper. It was demonstrated that the obtained Cu@PI-COF is a highly active heterogeneous catalyst which can effectively promote the Chan-Lam coupling reaction of aryl boronic acids and amines in an open flask without the aid of any base or additive. In addition, the catalyst could be readily recovered from the reaction mixture by simple filtration and reused for at least eight cycles without any observable change in structure and catalytic activity.

Iodine-catalyzed synthesis of N, N ′-diaryl-o-phenylenediamines from cyclohexanones and anilines using DMSO and O2 as oxidants

A novel I2-catalyzed cross-dehydrogenative aromatization of cyclohexanones and anilines to synthesize N,N′-diaryl-o-phenylenediamines has been unprecedentedly developed with dimethyl sulfoxide and oxygen employed as mild terminal oxidants. To prove the rationality of the two separate dehydration steps of the proposed mechanism, a resulting I2-catalyzed cross-dehydrogenative aromatization of cyclohexenones and anilines to synthesize diarylamines has also been reported.

N/O-doped carbon as a "solid ligand" for nano-Pd catalyzed biphenyl- and triphenylamine syntheses

A series of N/O-doped porous carbon supported nanopalladium catalysts have been successfully prepared, in which the N/O doped carbons were controllably produced via polypyrrole/furan synthesis followed by carbonization. These catalysts exhibit good performance in biphenylamine and triphenylamine syntheses with nitrobenzene and cyclohexanone as starting materials. Their catalytic activity can be tuned efficiently by the N/O functional groups on the carbon surface. TEM, XRD, XPS and laser Raman methods were applied to probe the structure of these catalysts. These results indicate that the Pd nanoparticles were supported on N/O-doped porous carbon via the "coordination" between Pd nanoparticles and N/O functional groups including O-CO, CN and tertiary nitrogen, and better catalytic performance was obtained if carbon with the highest N-species loading was used as the support. In addition, a mechanistic study proved that the reaction starts with the catalytic reduction of nitrobenzene with cyclohexanone as the hydrogen source. During this reaction, aniline was formed and the cyclohexanone was transformed into phenol. Then biphenylamine and triphenylamine were generated through the reaction of aniline and cyclohexanone. This work should facilitate the controllable preparation of carbon supported nanocatalysts with specific activity, and open up a promising pathway for the development of new methodologies for N-containing fine chemical synthesis.