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

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

Uses

Used in Pharmaceutical Drug Development:
6-Chloropyridine-2-boronic acid pinacol ester is used as a key intermediate in the synthesis of pharmaceutical compounds for various therapeutic applications. Its ability to form carbon-carbon bonds through cross-coupling reactions allows for the creation of diverse and complex molecular structures that can be tailored for specific medicinal purposes.
Used in Agrochemical Development:
In the agrochemical industry, 6-Chloropyridine-2-boronic acid pinacol ester is utilized as a reagent in the synthesis of new and improved agrochemicals. Its versatility in forming carbon-carbon bonds enables the development of novel compounds with enhanced efficacy and selectivity in crop protection and pest management.
Used in Materials Science:
6-Chloropyridine-2-boronic acid pinacol ester is employed as a building block in the synthesis of advanced materials with unique properties. Its reactivity in cross-coupling reactions allows for the creation of new materials with tailored characteristics for applications in various fields, such as electronics, energy storage, and nanotechnology.
Used in Organic Synthesis:
6-Chloropyridine-2-boronic acid pinacol ester is used as a reagent in various organic synthesis processes. Its ability to react with a wide range of organic halides and pseudohalides makes it a valuable tool for creating complex organic molecules with specific functional groups and structural features. This versatility is particularly useful in the development of new chemical compounds for research and industrial applications.

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

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

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

Pd II -Porphyrin Complexes - The First Use as Safer and Efficient Catalysts for Miyaura Borylation

We have developed a simple and convenient procedure for the preparation of pinacol arylboronates from aryl/heteroaryl bromides and bis(pinacolato)diborane using a Pd II -porphyrin complex as a catalyst. Seven different Pd II -porphyrin complexes (Pd II -T m HPP, Pd II -T m CPP, Pd II -TPP, Pd II -TST p SPP, Pd II -T p CPP, Pd II -T p TP, and Pd II -T p AP) have been synthesized and investigated for their catalytic influence in the Miyaura borylation.

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.