879291-26-6

Basic information

• Product Name: 2-PHENYLPYRIDINE-4-BORONIC ACID PINACOL ESTER
• Synonyms: 2-PHENYL-4-PYRIDINE BORONIC ACID PINACOL BORATE;2-PHENYLPYRIDINE-4-BORONIC ACID PINACOL ESTER;2-Phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
• CAS NO: 879291-26-6
• Molecular Formula: C17H22BNO3
• Molecular Weight: 281.161
• Mol File: 879291-26-6.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 421.3±33.0 °C(Predicted)
• Appearance: /
• Density: 1.09±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 3.67±0.10(Predicted)
• CAS DataBase Reference: 2-PHENYLPYRIDINE-4-BORONIC ACID PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENYLPYRIDINE-4-BORONIC ACID PINACOL ESTER(879291-26-6)
• EPA Substance Registry System: 2-PHENYLPYRIDINE-4-BORONIC ACID PINACOL ESTER(879291-26-6)

Safety Data

• Hazardous Substances Data: 879291-26-6(Hazardous Substances Data)

Usage

General Description

2-Phenylpyridine-4-boronic acid pinacol ester is a chemical compound commonly used in organic synthesis and pharmaceutical research. It is a boronic acid derivative utilized for the functionalization of aromatic compounds in organic chemistry. The pinacol ester functionality of the compound enhances its stability and reactivity, making it an important reagent for cross-coupling reactions and the formation of carbon-carbon bonds in organic synthesis. Additionally, 2-Phenylpyridine-4-boronic acid pinacol ester has shown potential as a building block for the development of pharmaceuticals and agrochemicals due to its versatile reactivity and the ability to introduce functional groups into complex molecular structures.

Upstream product

• 1008-89-5 2-phenylpyridine 
• 73183-34-3 bis(pinacol)diborane 
• 58530-53-3 2,4-dibromopyridine 
• 98-80-6 phenylboronic acid 
• 98420-98-5 4-bromo-2-phenyl pyridine 
• 22918-01-0 2-bromo-4-chloropyridine 
• 57311-18-9 4-chloro-2-phenyl-pyridine 
• 98420-86-1 4-Bromo-2-phenyl-2H-pyridine-1-carboxylic acid phenyl ester 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 1215281-24-5 [2-(4-phenyl-2-pyridinyl-κN)phenyl-κC]bis[2-(2-pyridinyl-κN)phenyl-κC]iridium(III) 

Relevant articles and documents

Ir-catalyzed borylation of C-H bonds in N-containing heterocycles: Regioselectivity in the synthesis of heteroaryl boronate esters

(Chemical Equation Presented) Blocking the way: Substitution at the 2-position in pyridines and other N-heterocycles blocks N-coordination to an Ir center. This steric hindrance provides a substrate-design criterion that allows the Ir-catalyzed borylation

Cyclo-aryl iridium compound and organic electroluminescence device using the compound

The present invention discloses a cyclo-aryl iridium compound and a phosphorescent organic electroluminescence (organic EL) device using the cyclo-aryl iridium compound as a light-emitting dopant of the light-emitting layer. The organic EL device has good

Modular synthesis of simple cycloruthenated complexes with state-of-the-art performance in p-type DSCs

A modular approach based on Suzuki-Miyaura cross coupling and Miyaura borylation has been used to prepare two cyclometallated [Ru(N N)2(C N)]+ complexes which possess either a carboxylic or phosphonic acid group attached via a phenylene spacer to the 4-position of the pyridine ring in the C N ligand. The key intermediate in the synthetic pathway is [Ru(bpy)2(1)]+ where bpy = 2,2′-bipyridine and H1 is 4-chloro-2-phenylpyridine. The crystal structure of [Ru(bpy)2(1)][PF6] is presented. Reaction of [Ru(bpy)2(1)][PF6] with 4-carboxyphenylboronic acid leads to [Ru(bpy)2(H6)][PF6], while the phosphonic acid analogue is isolated as the zwitterion [Ru(bpy)2(H5)]. The cyclometallated complexes have been characterized by mass spectrometry, multinuclear NMR spectroscopy, absorption spectroscopy and electrochemistry. [Ru(bpy)2(5)] adsorbs onto NiO FTO/NiO electrodes (confirmed by solid-state absorption spectroscopy) and its performance in p-type dye-sensitized solar cells (DSCs) has been compared to that of the standard dye P1; two-screen printed layers of NiO give better DSC performances than one layer. Duplicate DSCs containing [Ru(bpy)2(H5)] achieve short-circuit current densities (JSC) of 3.38 and 3.34 mA cm-2 and photoconversion efficiencies (η) of 0.116 and 0.109%, respectively, compared to values of JSC = 1.84 and 1.96 mA cm-2 and η = 0.057 and 0.051% for P1. Despite its simple dye structure, the performance of [Ru(bpy)2(H5)] parallels the best-performing cyclometallated ruthenium(ii) dye in p-type DSCs reported previously (He et al., J. Phys. Chem. C, 2014, 118, 16518) and confirms the effectiveness of a phosphonic acid anchor in the dye and the attachment of the anchoring unit to the pyridine (rather than phenyl) ring of the cyclometallating ligand.