458532-96-2

Basic information

• Product Name: 2-Chloro-4-pyridylboronic acid
• Synonyms: AKOS BRN-0495;2-CHLORO-4-PYRIDINEBORONIC ACID;2-CHLORO-4-PYRIDINYLBORONIC ACID;2-CHLORO-4-PYRIDYLBORONIC ACID;2-CHLOROPYRIDINE-4-BORONIC ACID;2-CHLOROPYRIDIN-4-YLBORONIC ACID;Boronic acid, (2-chloro-4-pyridinyl)- (9CI);2-Chloropyridine-4-Boronic
• CAS NO: 458532-96-2
• Molecular Formula: C₅H₅BClNO₂
• Molecular Weight: 157.36
• EINECS: 1533716-785-6
• Product Categories: BORONICACID;blocks;BoronicAcids;Pyridines;Boronic acids;Boronic acid;Organoborons;Pyridine;Boronic Acids;Boronic Acids and Derivatives;Heteroaryl;Boric acid series;Boronate Ester;Potassium Trifluoroborate
• Mol File: 458532-96-2.mol
• Article Data: 2

Chemical Properties

• Melting Point: 155-163 °C
• Boiling Point: 355.186 °C at 760 mmHg
• Flash Point: 168.611 °C
• Appearance: /
• Density: 1.41 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.559
• Storage Temp.: 2-8°C
• PKA: 6.57±0.10(Predicted)
• CAS DataBase Reference: 2-Chloro-4-pyridylboronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-4-pyridylboronic acid(458532-96-2)
• EPA Substance Registry System: 2-Chloro-4-pyridylboronic acid(458532-96-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 458532-96-2(Hazardous Substances Data)

Usage

Chemical Properties

White solid

Uses

Different sources of media describe the Uses of 458532-96-2 differently. You can refer to the following data:
1. 2-Chloropyridine-4-boronic Acid is a substrate in a peroxide mediated hydroxydeboronation providing good yields of halohydroxypyridines. It is also a reagent used to prepare IRAK-4 inhibitors.
2. Substrate in a peroxide mediated hydroxydeboronation providing good yields of halohydroxypyridines.

General Description

May contain varying amounts of anhydride

InChI:InChI=1/C5H5BClNO2/c7-5-3-4(6(9)10)1-2-8-5/h1-3,9-10H

Upstream product

• 73583-37-6 2-chloro-4-bromopyridine 
• 121-43-7 Trimethyl borate 

Downstream Products

• 1161361-91-6 2-chloro-4-(2-methoxy-4-nitrophenyl)pyridine 
• 1315479-43-6 2-(1-methyl-2-oxo-1,2-dihydropridin-4-yl)phenylacetic acid 
• 929040-24-4 methyl 5-[5-(2-chloropyridin-4-yl)-1H-benzimidazol-1-yl]-3-({(1R)-1-[2-(trifluoromethyl)phenyl]ethyl}oxy)thiophene-2-carboxylate 
• 866545-95-1 3-(2-chloropyridin-4-yl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine 
• 958657-25-5 1-[3-(2-Chloro-pyridin-4-yl)-phenyl]-ethanone 
• 17368-12-6 2-chloropyridin-4-ol 
• 643082-10-4 2,2'-dichloro-3,4'-bipyridine 

Relevant articles and documents

Flow Chemistry on Multigram Scale: Continuous Synthesis of Boronic Acids within 1 s

The benefits and limitations of a simple continuous flow setup for handling and performing of organolithium chemistry on the multigram scale is described. The developed metalation platform embodies a valuable complement to existing methodologies, as it combines the benefits of Flash Chemistry (chemical synthesis on a time scale of 1 s) with remarkable throughput (g/min) while mitigating the risk of blockages.