[4-[bis(4-methylphenyl)amino]phenyl]Boronic acid

Base Information

• Chemical Name: [4-[bis(4-methylphenyl)amino]phenyl]Boronic acid
• CAS No.: 654067-65-9
• Molecular Formula: C20H20BNO2
• Molecular Weight: 317.195
• Mol file: 654067-65-9.mol

Synonyms:Boronic acid, [4-[bis(4-methylphenyl)amino]phenyl]-(9CI);[4-[Bis(4-methylphenyl)amino]phenyl] boronic acid;

Chemical Property of [4-[bis(4-methylphenyl)amino]phenyl]Boronic acid

Chemical Property:

• Boiling Point: 525.5 °C at 760 mmHg
• Flash Point: 271.6 °C
• PSA: 43.70000
• Density: 1.19 g/cm³
• LogP: 3.45300

Purity/Quality:

90.0%Min ^*data from raw suppliers

Boronicacid,b-[4-[bis(4-methylphenyl)amino]phenyl]- ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of [4-[bis(4-methylphenyl)amino]phenyl]Boronic acid

There total 4 articles about [4-[bis(4-methylphenyl)amino]phenyl]Boronic acid 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: 89.0%

Triisopropyl borate (5419-55-6) + 4-bromo-N,N-di-p-tolylaniline (58047-42-0) → [4-[bis(4-methylphenyl)amino]phenyl]boronic acid (654067-65-9)

Guidance literature:

4-bromo-N,N-di-p-tolylaniline; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 1h; Inert atmosphere;

Triisopropyl borate; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

Reference yield: 56.0%

Trimethyl borate (121-43-7,63156-11-6) + 4-bromo-N,N-di-p-tolylaniline (58047-42-0) → [4-[bis(4-methylphenyl)amino]phenyl]boronic acid (654067-65-9)

Guidance literature:

4-bromo-N,N-di-p-tolylaniline; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

Trimethyl borate; In tetrahydrofuran; hexane; at 20 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; hexane; water; at 20 ℃; for 18h;

Reference yield:

N-phenyl-di-p-tolylamine (20440-95-3) → [4-[bis(4-methylphenyl)amino]phenyl]boronic acid (654067-65-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide / dichloromethane / 3 h

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C

2.2: 2 h / 20 °C

2.3: 18 h / 20 °C

With N-Bromosuccinimide; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;

upstream raw materials:

N-phenyl-di-p-tolylamine

Trimethyl borate

4-bromo-N,N-di-p-tolylaniline

Triisopropyl borate

Downstream raw materials:

4-(N,N-di-p-tolyl-4-aminophenyl)-7-(5-bromo-4-hexyl-2-thienyl)-2,1,3-benzothiadiazole

4-(N,N-di-p-tolyl-4-aminophenyl)-7-(4-hexyl-5-(trimethylsilylethynyl)-2-thienyl)-2,1,3-benzothiadiazole

4-(N,N-di-p-tolyl-4-aminophenyl)-7-(4-hexyl-5-ethynyl-2-thienyl)-2,1,3-benzothiadiazole

4-(N,N-di-p-tolyl-4-aminophenyl)-7-(4-hexyl-2-thienyl)-2,1,3-benzothiadiazole

Refernces

• 1、 Li, Yanxia,Tan, Tingfeng,Wang, Shirong,Xiao, Yin,Li, Xianggao. "Highly solvatochromic fluorescence of anthraquinone dyes based on triphenylamines". . p. 262 - 270. Retrieved 2017/06/05.
• 2、 -. "Organic light emitting host materials". . . Retrieved 2015/11/09.