170230-27-0

Basic information

• Product Name: 4-(pyridin-2-yl)phenylboronic acid
• Synonyms: 4-(pyridin-2-yl)phenylboronic acid;Boronic acid, B-[4-(2-pyridinyl)phenyl]- Boronic acid, [4-(2-pyridinyl)phenyl]- (9CI);[4-(2-Pyridinyl)phenyl]boronic acid
• CAS NO: 170230-27-0
• Molecular Formula: C₁₁H₁₀BNO₂
• Molecular Weight: 199.0136
• Mol File: 170230-27-0.mol

Chemical Properties

• Boiling Point: 401.1±47.0 °C(Predicted)
• Appearance: /
• Density: 1.24±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 7.94±0.10(Predicted)
• CAS DataBase Reference: 4-(pyridin-2-yl)phenylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(pyridin-2-yl)phenylboronic acid(170230-27-0)
• EPA Substance Registry System: 4-(pyridin-2-yl)phenylboronic acid(170230-27-0)

Safety Data

• Hazardous Substances Data: 170230-27-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-(Pyridin-2-yl)phenylboronic acid is used as a key building block for the synthesis of various organic compounds. Its ability to undergo Suzuki-Miyaura cross-coupling reactions with a wide range of organic halides and pseudohalides allows for the formation of biaryl compounds, which are prevalent structural motifs in numerous natural products and pharmaceuticals.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 4-(Pyridin-2-yl)phenylboronic acid serves as an essential component in the development of new pharmaceuticals. Its unique structure and reactivity enable the creation of diverse bioactive molecules with potential therapeutic applications.
Used in Fluorescent Probes:
4-(Pyridin-2-yl)phenylboronic acid has been studied for its potential application as a fluorescent probe. It can be utilized for detecting and sensing specific biological molecules and metal ions, offering valuable insights into biological processes and facilitating the development of diagnostic tools.
Used in Pharmaceutical Development:
4-(Pyridin-2-yl)phenylboronic acid is employed as a crucial component in the design and synthesis of new pharmaceuticals. Its incorporation into drug molecules can enhance their biological activity, selectivity, and pharmacokinetic properties, leading to the discovery of more effective treatments for various diseases.
Used in Agrochemical Development:
In the agrochemical industry, 4-(Pyridin-2-yl)phenylboronic acid is used as a key building block for the synthesis of novel agrochemicals. Its unique chemical properties enable the development of innovative compounds with improved pesticidal, herbicidal, or fungicidal activities, contributing to more effective and sustainable agricultural practices.

Upstream product

• 63996-36-1 2-(4-bromophenyl]pyridine 
• 121-43-7 Trimethyl borate 
• 7732-18-5 water 
• 197958-29-5 pyridin-2-ylboronic acid 
• 106-37-6 1.4-dibromobenzene 
• 109-04-6 2-bromo-pyridine 
• 5467-74-3 4-Bromophenylboronic acid 

Downstream Products

• 1073062-46-0 2-[5-chloro-4'-(pyridin-2-yl)biphenyl-3-yl]-4,6-diphenyl-1,3,5-triazine 
• 1268250-61-8 2-(4,4'-di-2-pyridyl-[1,1':3',1''-terphenyl]-5'-yl)-4,6-diphenylpyrimidine 
• 1334590-09-8 4,4-di(2-pyridyl)-4',5'-bis[4-(2-pyridyl)phenyl]-1,1':2',1-terphenyl 
• 1268250-98-1 4,6-di-p-tolyl-2-[5-(9-phenanthryl)-4'-(2-pyridyl)biphenyl-3-yl]-1,3,5-triazine 
• 1268250-97-0 2-[5-(9,9-dimethylbenzo(c)fluoren-2-yl)-4'-(2-pyridyl)biphenyl-3-yl]-4,6-diphenyl-1,3,5-triazine 
• 1268250-96-9 2-[5-(9,9-dimethylfluoren-2-yl)-4'-(2-pyridyl)biphenyl-3-yl]-4,6-diphenylpyrimidine 
• 1268250-95-8 2-[5-(9,9-dimethylfluoren-2-yl)-4'-(2-pyridyl)biphenyl-3-yl]-4,6-diphenyl-1,3,5-triazine 

Relevant articles and documents

Asymmetric tris-Heteroleptic IridiumIII Complexes Containing a 9-Phenyl-9-phosphafluorene Oxide Moiety with Enhanced Charge Carrier Injection/Transporting Properties for Highly Efficient Solution-Processed Organic Light-Emitting Diodes

A cyclometalating ligand containing a 9-phenyl-9-phosphafluorene oxide (PhFlPO) moiety has been synthesized and used to construct asymmetric tris-heteroleptic cyclometalating IrIII complexes in combination with other ppy-type (Hppy = 2-phenylpyridine) ligands containing a functional group with a different charge carrier injection/transporting character. Their photophysical properties, electrochemical behaviors, and electroluminescent (EL) performances have been characterized in detail. Time-dependent density functional theory (TD-DFT) and natural transition orbital (NTO) calculation were carried out to gain insight into the photophysical properties of these complexes. The NTO results show that the characters of the lowest triplet excited states (T1) can be delicately manipulated through the combination of different cyclometalating ligands. In addition, the strong electron injection/transporting (EI/ET) ability associated with the PhFlPO moiety can confer EI/ET properties to the asymmetric tris-heteroleptic cyclometalating IrIII complexes. Consequently, the solution-processed organic light-emitting diodes/devices (OLEDs) based on these asymmetric tris-heteroleptic IrIII phosphorescent complexes can exhibit outstanding electroluminescent (EL) performances with the maximum external quantum efficiency (ηext) of 19.3%, current efficiency (ηL) of 82.5 cd A-1, and power efficiency (ηP) of 57.3 lm W-1 for the yellow-emitting device. These results show the great potential of a PhFlPO moiety in developing phosphorescent emitters and functional materials with excellent EI/ET properties.

ORGANOMETALLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME

An organic light-emitting device includes an organometallic compound represented by M1(L1)n1(L2)n2, wherein L1 is a ligand represented by Formula 1-1: In Formula 1-1, *1 to *4 indicate a bi

Asymmetrical iridium (III) phosphorescent complex containing dibenzo-phosphorus mixed with cyclopentadienyl group, and synthesis method of asymmetrical iridium (III) phosphorescent complex

The invention relates to an asymmetrical iridium (III) phosphorescent complex containing a dibenzo-phosphorus mixed with cyclopentadienyl group, and a synthesis method of the asymmetrical iridium (III) phosphorescent complex. The synthesis method comprises the steps of synthesizing a ligand L-PO by taking 2-phenylpyridine and p-bromophenyl boronic acid as raw materials, and carrying out a Suzuki coupling reaction to synthesize 2-(4-bromophenyl) pyridine; enabling the 2-(4-bromophenyl) pyridine to have a reaction with n-butyl lithium and trimethyl borate to generate 4-(2-pyridyl) phenyl boronic acid; enabling the 4-(2-pyridyl) phenyl boronic acid to have a reaction with o-dibromobenzene for carrying out Suzuki coupling to generate a pyridine derivative having a 2-bromobiphenyl structure; enabling a Grignard reagent of the compound to have a reaction with dichlorophenyl phosphine, and carrying out a ring closing reaction under a catalytic condition of palladium acetate to obtain the ligand L-PO containing the dibenzo-phosphorus mixed with cyclopentadienyl group. The asymmetrical iridium (III) phosphorescent complex containing the dibenzo-phosphorus mixed with cyclopentadienyl group has excellent electron injection/transmission performance, and can remarkably improve the electroluminescence efficiency of an organic electroluminescence device based on the materials.