652148-92-0

Basic information

• Product Name: 6-CHLOROPYRIDINE-2-BORONIC ACID PINACOL ESTER
• Synonyms: 2-CHLORO-6-(4,4,5,5-TETRAMETHYL-[1,3,2]DIOXABOROLAN-2-YL)PYRIDINE;6-CHLOROPYRIDINE-2-BORONIC ACID PINACOL ESTER;6-Chloro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine;6-Chloropyridine-2-boronic acid pinacol ester, tech. 90%;6-Chloropyridine-2-boroni...;2-chloro-6-(tetraMethyl-1,3,2-dioxaborolan-2-yl)pyridine;6-chloropyridin-2-ylboronic acid pinacol ester;2-Chloro-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)
• CAS NO: 652148-92-0
• Molecular Formula: C₁₁H₁₅BClNO₂
• Molecular Weight: 239.51
• Mol File: 652148-92-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 107-110℃
• Boiling Point: 338.2 °C at 760 mmHg
• Flash Point: 158.3 °C
• Appearance: /
• Density: 1.14 g/cm³
• Vapor Pressure: 0.000196mmHg at 25°C
• Refractive Index: 1.505
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: -0.21±0.10(Predicted)
• CAS DataBase Reference: 6-CHLOROPYRIDINE-2-BORONIC ACID PINACOL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLOROPYRIDINE-2-BORONIC ACID PINACOL ESTER(652148-92-0)
• EPA Substance Registry System: 6-CHLOROPYRIDINE-2-BORONIC ACID PINACOL ESTER(652148-92-0)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 652148-92-0(Hazardous Substances Data)

Usage

General Description

6-Chloropyridine-2-boronic acid pinacol ester is a chemical compound that is primarily used in the field of organic synthesis. It is a boronic acid derivative that is often employed in the development of pharmaceutical drugs, agrochemicals, and materials science. 6-Chloropyridine-2-boronic acid pinacol ester can be utilized as a reagent in various cross-coupling reactions, including Suzuki-Miyaura coupling, which is a widely used method for forming carbon-carbon bonds. Additionally, 6-Chloropyridine-2-boronic acid pinacol ester is known for its ability to react with a variety of organic halides and pseudohalides, making it a valuable tool for creating complex organic molecules. Its unique chemical properties and versatility make it an important building block in the synthesis of diverse chemical compounds.

InChI:InChI=1/C11H15BClNO2/c1-10(2)11(3,4)16-12(15-10)8-6-5-7-9(13)14-8/h5-7H,1-4H3

Upstream product

• 5140-72-7 2-bromo-6-chloro-pyridine 
• 73183-34-3 bis(pinacol)diborane 
• 626-05-1 2,6-Dibromopyridine 
• 76-09-5 2,3-dimethyl-2,3-butane diol 

Downstream Products

• 13040-77-2 6-Chloro-[2,2']bipyridinyl 
• 13382-54-2 2-chloro-6-phenyl-pyridine 
• 1401732-47-5 5-(6-chloropyridin-2-yl)-1-(4-methoxybenzyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine 
• 1401349-04-9 5-(3-(6-chloropyridin-2-yl)-1-tosyl-1H-indol-5-yl)-N-(4-methoxybenzyl)-1,3,4-thiadiazol-2-amine 
• 1398414-50-0 C₁₄H₁₂ClNO₂ 
• 864913-65-5 2-chloro-6-(4-methylphenyl)pyridine 

Relevant articles and documents

Nitrogen-containing heterocyclic derivative and organic electroluminescent device thereof

The invention provides a nitrogen-containing heterocyclic derivative and an organic electroluminescent device thereof, and belongs to the technical field of organic electroluminescence. The nitrogen-containing heterocyclic derivative has strong hole block

Synthesis of novel halopyridinylboronic acids and esters. Part 4: Halopyridin-2-yl-boronic acids and esters are stable, crystalline partners for classical Suzuki cross-coupling

This paper describes some methods for the synthesis and the isolation of novel 5 or 6-halopyridin-2-yl-boronic acids and esters 3, 4, 7. These compounds are prepared via a regioselective halogen-metal exchange using n-butyllithium and subsequent quenching with triisopropylborate starting from appropriate dihalopyridines. All substrates studied to date provided a single regioisomeric boronic acid or ester product. Additionally, these compounds have been found to undergo Pd-catalysed coupling with arylhalides and authorise a strategy to produce new pyridines libraries.