102113-98-4

Basic information

• Product Name: Bis(4-biphenylyl)amine
• Synonyms: 4,4'-IMINOBIS(BIPHENYL);BIS(4-BIPHENYLYL)AMINE;BIS-BIPHENYL-4-YL-AMINE ;Bis(4-biphenyl)amine;Bis(1,1'-biphenyl-4-yl)amine Di(biphenyl-4-yl)amine;4,4'-IMINOBIS(BIPHEN;Di(biphenyl-4-yl)amine;N-[1,1'-biphenyl]-4-yl-[1,1'-biphenyl]-4-Mine
• CAS NO: 102113-98-4
• Molecular Formula: C₂₄H₁₉N
• Molecular Weight: 321.41
• EINECS: 1312995-182-4
• Product Categories: OLED materials,pharm chemical,electronic
• Mol File: 102113-98-4.mol
• Article Data: 120

Chemical Properties

• Melting Point: 209 °C
• Boiling Point: 507 °C at 760 mmHg
• Flash Point: 281.7 °C
• Appearance: /
• Density: 1.123 g/cm³
• Vapor Pressure: 0-0Pa at 20-50℃
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly)
• PKA: 0.67±0.40(Predicted)
• CAS DataBase Reference: Bis(4-biphenylyl)amine(CAS DataBase Reference)
• NIST Chemistry Reference: Bis(4-biphenylyl)amine(102113-98-4)
• EPA Substance Registry System: Bis(4-biphenylyl)amine(102113-98-4)

Safety Data

• Hazardous Substances Data: 102113-98-4(Hazardous Substances Data)

Usage

Description

Bis(4-biphenylyl)amine is an organic compound that serves as a crucial intermediate in both organic synthesis and pharmaceutical development. It is primarily utilized in laboratory research and development processes, as well as in the chemical production industry, playing a significant role in the creation of various chemical products and pharmaceuticals.

Uses

Used in Organic Synthesis:
Bis(4-biphenylyl)amine is used as an organic synthesis intermediate for the production of a variety of chemical compounds. Its unique structure allows it to participate in numerous chemical reactions, facilitating the synthesis of complex organic molecules.
Used in Pharmaceutical Development:
In the pharmaceutical industry, Bis(4-biphenylyl)amine is employed as a pharmaceutical intermediate. It is instrumental in the development of new drugs and medicinal compounds, contributing to the advancement of healthcare and treatment options.
Used in Laboratory Research and Development:
Bis(4-biphenylyl)amine is used as a key component in laboratory research and development processes. It aids scientists in exploring new chemical reactions, synthesizing novel compounds, and understanding the properties of existing ones.
Used in Chemical Production Process:
In the chemical production industry, Bis(4-biphenylyl)amine plays a vital role in the manufacturing process. It is used to produce a range of chemical products, contributing to the efficiency and effectiveness of industrial chemical production.

Synthesis

Bis(4-bromophenyl)amine (4.0 g, 12.3 mmol) and phenylboronic acid (4.0 g, 32.7 mmol) were mixed in 250 mL of toluene and 60 mL of ethanol. The solution was bubbled with nitrogen while stirring for 15 minutes. Pd(PPh3)4 (1.4 g, 1.23 mmol) and K3PO4 (13.5 g, 64 mmol) were added in sequence. The mixture was heated to reflux overnight under nitrogen. After cooling, the reaction mixture was filtered through filter paper and the solvent was then evaporated. The solid was redissolved in nitrogen-purged hot toluene and was filtered through a Celite?/silica pad when the solution was still hot. The solvent was then evaporated. The white crystalline solid was washed by hexane and air dried to obtain 3.8 g of Bis(4-biphenylyl)amine.

Upstream product

• 1591-31-7 4-iodo-biphenyl 
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• 92-66-0 4-bromo-1,1'-biphenyl 
• 59501-33-6 bis-biphenyl-4-yl-nitroso-amine 
• 64-19-7 acetic acid 
• 92-67-1 4-phenylalanine 
• 13020-85-4 N,N-bis(4-biphenyl)acetamide 
• 98-80-6 phenylboronic acid 
• 109-99-9 tetrahydrofuran 
• 1493-13-6 trifluorormethanesulfonic acid 
• 2051-62-9 4'-biphenyl chloride 
• 122-39-4 diphenylamine 
• 16292-17-4 bis(4-bromophenyl)amine 
• 741267-16-3 N,N-di([1,1'-biphenyl]-4-yl)benzamide 

Downstream Products

• 6543-20-0 tris(p-biphenyl)amine 
• 164724-35-0 N,N,N',N'-tetra[(1,1'-biphenyl)-4-yl]-(1,1'-biphenyl)-4,4'-diamine 
• 59501-33-6 bis-biphenyl-4-yl-nitroso-amine 
• 861596-32-9 tetrakis-biphenyl-4-yl-hydrazine 
• 499128-71-1 N-([1′,1′-biphenyl]-4-yl)-N-(4-bromophenyl)-[1,1′-biphenyl]-4-amine 
• 728039-63-2 N,N-di([1,1′-biphenyl]-4-yl)-4′-bromo-[1,1′-biphenyl]-4-amine 
• 915031-02-6 N,N-di([1,1‘-biphenyl]-4-yl)-4’-chloro-[1,1’-biphenyl]-4-amine 
• 1085434-47-4 C₆₄H₄₆N₂ 
• 1085434-55-4 C₇₀H₅₀N₂ 
• 1165985-36-3 C₆₄H₄₈N₂ 
• 1268622-00-9 C₄₅H₃₄BrN 
• 1240964-23-1 C₆₀H₄₀N₂O 
• 1414937-45-3 N,N-di(biphenyl-4-yl)-N-(9-phenyl-9H-carbazol-3-yl)amine 
• 1322090-91-4 N-(phenyl-d5)-bis(biphenyl-4-yl)amine 

Relevant articles and documents

Probing the Influence of PAd-DalPhos Ancillary Ligand Structure on Nickel-Catalyzed Ammonia Cross-Coupling

We report herein on the results of our combined experimental/computational study regarding the catalytic performance of PAd-DalPhos (L1) in nickel-catalyzed ammonia arylation for primary aniline synthesis. Primary arylamine C-N reductive eliminations occurring from arylnickel(II) parent amido complexes of the type (L)Ni(Ph)(NH2) were modeled by use of density-functional theory (DFT) methods, for a series of L1 derivatives. The dual aims were to assess the effect of structural modifications to L1 on potentially rate-limiting C-N reductive elimination and to identify promising candidates for experimental inquiry. Increasing the steric demand of the Paryl groups from o-tolyl (in L1) to mesityl (in L16) resulted in a significant lowering of the barrier to C-N reductive elimination (ΔG?RE), which can be attributed in part to interactions between the ligand Paryl groups and the nickel-bound amido ligand, as observed in noncovalent interaction (NCI) plots of the reductive elimination transition-state structures. Despite the favorability of L16 predicted on the basis of computational analysis focusing on C-N reductive elimination, this ancillary ligand performed poorly in experimental testing versus L1, suggesting that in practice the significant steric demands of L16 may discourage the formation of key catalytic intermediates. Modifications to the steric profile of the Paryl groups in L1 led to dramatic changes in catalytic performance, with the presence of an o-methyl proving to be important, among the L1 variants tested, in achieving useful catalytic performance in the Ni-catalyzed monoarylation of ammonia.

Preparation method of bis (4-biphenyl) amine

The invention provides a preparation method of di (4-biphenyl) amine, which comprises the following steps: synthesizing an intermediate di (4-biphenyl) acetamide, and removing acetyl of the intermediate to obtain a target product. The preparation method comprises the following steps: 1) mixing 4-bromobiphenyl, acetamide, a catalyst, a nitrogen-containing ligand L, alkali 1 and a solvent 1, and heating to react; 2) after the reaction, cooling the reaction system to room temperature, washing with water, separating liquid, and concentrating an organic phase to obtain a crude product of bis (4-biphenyl) acetamide; 3) loading the di (4-biphenyl) acetamide crude product with column chromatography silicon dioxide, and purifying with a column chromatography separation and purification method to obtain di (4-biphenyl) acetamide; 4) mixing di (4-biphenyl) acetamide, alkali 2 and a solvent 2, and heating to react; and 5) after the reaction, cooling the reaction system to room temperature, and carrying out suction filtration, water washing and drying to obtain di (4-biphenyl) amine. The invention belongs to the field of fine chemical engineering, and the preparation method is economical, safe, environment-friendly, efficient and suitable for industrial production.

Organic compound and electronic device and device containing the same

The invention relates to the technical field of organic electroluminescent materials, in particular to an organic electroluminescent material 9 with 10 -9 dihydro 9 -10 -dimethyl and oxanthrene and arylamine groups, an electronic device containing the compound and a device. The organic electroluminescent device has lower driving voltage. Higher luminous efficiency and longer service life.