654067-65-9

Basic information

• Product Name: [4-[bis(4-methylphenyl)amino]phenyl]Boronic acid
• Synonyms: [4-[bis(4-methylphenyl)amino]phenyl]Boronic acid;B-[4-[Bis(4-methylphenyl)amino]phenyl]boronic acid
• CAS NO: 654067-65-9
• Molecular Formula: C₂₀H₂₀BNO₂
• Molecular Weight: 317.19
• Mol File: 654067-65-9.mol

Chemical Properties

• Boiling Point: 525.5 °C at 760 mmHg
• Flash Point: 271.6 °C
• Appearance: /
• Density: 1.19
• CAS DataBase Reference: [4-[bis(4-methylphenyl)amino]phenyl]Boronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [4-[bis(4-methylphenyl)amino]phenyl]Boronic acid(654067-65-9)
• EPA Substance Registry System: [4-[bis(4-methylphenyl)amino]phenyl]Boronic acid(654067-65-9)

Safety Data

• Hazardous Substances Data: 654067-65-9(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
[4-[bis(4-methylphenyl)amino]phenyl]Boronic acid is utilized as a reagent in organic synthesis, particularly for Suzuki-Miyaura coupling reactions. Its boronic acid functional group allows for the formation of carbon-carbon bonds, facilitating the synthesis of complex organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, [4-[bis(4-methylphenyl)amino]phenyl]Boronic acid serves as a valuable compound for drug development. Its unique structure and reactivity make it a promising candidate for the creation of new drugs with potential therapeutic applications.
Used in Material Science:
[4-[bis(4-methylphenyl)amino]phenyl]Boronic acid also has potential applications in the development of new materials. Its boronic acid group can be exploited to create novel materials with specific properties, such as improved conductivity or enhanced stability.
Handling Precautions:
Due to its potential reactivity, [4-[bis(4-methylphenyl)amino]phenyl]Boronic acid should be handled with care. It is a solid at room temperature, and appropriate safety measures should be taken to minimize the risk of unwanted reactions or exposure.

Upstream product

• 20440-95-3 N-phenyl-di-p-tolylamine 
• 121-43-7 Trimethyl borate 
• 58047-42-0 4-bromo-N,N-di-p-tolylaniline 
• 5419-55-6 Triisopropyl borate 

Downstream Products

• 1361000-46-5 4-(N,N-di-p-tolyl-4-aminophenyl)-7-(5-bromo-4-hexyl-2-thienyl)-2,1,3-benzothiadiazole 
• 1361000-49-8 4-(N,N-di-p-tolyl-4-aminophenyl)-7-(4-hexyl-5-(trimethylsilylethynyl)-2-thienyl)-2,1,3-benzothiadiazole 
• 1361000-52-3 4-(N,N-di-p-tolyl-4-aminophenyl)-7-(4-hexyl-5-ethynyl-2-thienyl)-2,1,3-benzothiadiazole 
• 1361000-42-1 4-(N,N-di-p-tolyl-4-aminophenyl)-7-(4-hexyl-2-thienyl)-2,1,3-benzothiadiazole 
• 1470004-01-3 C₆₃H₆₁BF₂N₄O 
• 1470004-02-4 C₆₃H₆₁BF₂N₄O 
• 1470370-98-9 C₃₇H₂₇NOS 
• 1613149-59-9 4-(5-bromopyrazin-2-yl)-N,N-di-p-tolylaniline 

Relevant articles and documents

Highly solvatochromic fluorescence of anthraquinone dyes based on triphenylamines

Five donor-acceptor anthraquinone dyes based on phenylamine/triphenylamines with different substituted groups were synthesized by Suzuki reaction in good yields, and the photophysical properties were studied in organic solvents with different polarity. The title dyes exhibited remarkable solvatochromic fluorescence (>190 nm emission shift in polar media), which was derived from intramolecular charge transfer (ICT) character that revealed by DFT/TD-DFT calculation. And large Stokes shifts (210–306 nm) were observed in different organic solvents, along with rich color changes from blue to green, yellow, orange and even purple-red. The Stokes shifts were linearly dependent on the solvent polarity function ET(30). Interestingly, it was found from the single-crystal X-ray diffraction analysis that dye 3 displayed two different interleaved channel structures, which was seldom seen in organic compounds and could be used as host for complexation potentially. Electrochemical characterization suggested that the different substituted phenylamine groups attached to anthraquinone unit could lead to tunable potentials and energy levels.

2,6-bis(diarylaminophenyl)benzene and derivatives thereof as hole-transport compounds in organic light-emitting devices

Compounds according to Formulas 1-33 may be useful in electronic devices such as light-emitting devices. For example, they may be used as hole-transport materials.

The main body of the triphenylamine constructing macrocyclic and a plurality of lateral branch hole transport material, triphenylamine

The invention provides a hole-transporting material with main body big ring built by triphenylamine and replaced by a plurality of triphenylamine lateral branches. 2-bromine fluorenone is built to triphenylamine monomer containing functional groups capable of reacting with each other, three molecules of monomers are further cyclized, and at least three triphenylamine lateral branch structures are built at the side of the big ring to form electron-rich hole-transporting material containing a plurality of main body big ring and lateral branches built by triphenylamine through simple chemical reaction. The electron-rich formulae a, b and c big ring type triarylamine compounds have approximate three-dimensional spherical structures. The synthetic electron-rich big ring type triarylamine compounds have high glass transition temperature, can form stable and uniform amorphous form film, do not emit fluorescence with the wavelength of more than 420 nanometers and can be used in a photovoltaic conversion device as the hole-transporting material.

Organic light emitting host materials

Polyphenylene compounds such as compounds represented by Formulas 1-28 may be used in electronic devices such as organic light-emitting devices. For example, the compounds may be used as host material in an emissive layer.

Organic element for electroluminescent devices

An organic electroluminescent device comprises a cathode, an anode, and has therebetween a light-emitting layer comprising an emissive component represented by formula (I): wherein: Ar1, each Ar2, and Ar3 through Ar7 are independently selected aryl or heteroaryl groups, which may contain additional fused rings and provided that two aryl or heteroaryl rings may be joined; n is 1, 2 or 3. The device exhibits good luminous yield with desirable color coordinates, particularly in the blue or blue-green region