96424-68-9

Basic information

• Product Name: 2-Bromo-3-chloropyridine
• Synonyms: 3-chloro-2-bromopyridine;2-BROMO-3-CHLOROPYRIDINE;2-Bromo-3-chloropyridine,97%;2-bromo-3-pyridyl chloride
• CAS NO: 96424-68-9
• Molecular Formula: C₅H₃BrClN
• Molecular Weight: 192.44
• EINECS: -0
• Product Categories: Heterocycle-Pyridine series;pharmacetical;Pyridine series;Halides;Pyridines;Pyridine;Variety of halogenated heterocyclic series
• Mol File: 96424-68-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 59°C
• Boiling Point: 223.9 °C at 760 mmHg
• Flash Point: 89.2 °C
• Appearance: white powder
• Density: 1.736 g/cm³
• Vapor Pressure: 0.14mmHg at 25°C
• Refractive Index: 1.581
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Methanol
• PKA: -1.49±0.10(Predicted)
• BRN: 1561638
• CAS DataBase Reference: 2-Bromo-3-chloropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-3-chloropyridine(96424-68-9)
• EPA Substance Registry System: 2-Bromo-3-chloropyridine(96424-68-9)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: IRRITANT
• PackingGroup: I
• Hazardous Substances Data: 96424-68-9(Hazardous Substances Data)

Usage

General Description

2-Bromo-3-chloropyridine is a chemical compound with the molecular formula C5H3BrClN. It is a highly reactive and versatile building block in organic synthesis, widely used in the pharmaceutical and agrochemical industries. 2-Bromo-3-chloropyridine is known for its ability to act as a halogenating agent, and it is often used as a key intermediate in the synthesis of various pharmaceuticals, herbicides, and insecticides. It is also used as a reagent in the preparation of heterocycles and other organic compounds. The compound is typically handled and stored with proper precautions due to its potential hazards, including its irritant and toxic properties.

InChI:InChI=1/C5H3BrClN/c6-5-4(7)2-1-3-8-5/h1-3H

Upstream product

• 626-60-8 3-Chloropyridine 
• 2402-77-9 2,3-dichloro-pyridine 
• 57266-69-0 3-chloropyridine-2-carboxylic acid 
• 73583-41-2 bromo-4 chloro-3 pyridine 
• 78948-09-1 acetyl hypofluorite 

Downstream Products

• 626-60-8 3-Chloropyridine 
• 107399-26-8 bromo-2 chloro-3 (ethyl-1 propanol-1)-4 pyridine 
• 1386460-42-9 3-chloro-2-(2-fluoro-3-nitro-phenyl)-pyridine 

Relevant articles and documents

A PROCESS FOR THE PREPARATION OF SUBSTITUTED PYRIDINE COMPOUNDS AND INTERMEDIATES THEREOF

The present invention discloses a process for the preparation of substituted pyridine compounds of formula (I), comprises a step in which vinylogous nitriles of formula (II), are obtained from substituted α,β-unsaturated nitrile compounds of formula (III), and a further step of converting the vinylogous nitrile compounds of formula (II) into substituted pyridines of formula (I); wherein R1, R2, R3, R4 and LG are as defined in the description.

2-(PYRIDIN-2-YL)-PYRIMIDINES AND THEIR USE FOR CONTROLLING PATHOGENIC FUNGI

The invention relates to 2-(pyridin-2-yl)-pyrimidine compounds of general formula (I) and their use for controlling pathogenic fungi and as plant protection products that, as an active constituent, contain compounds of this type, whereby: k represents 0, 1, 2, 3; m represents 0, 1, 2, 3, 4 or 5; n represents 1, 2, 3, 4 or 5; R1, independent of one another, represents halogen, OH, CN, NO2, C1-C4 alkyl, C1-C4 alkyl halide, C1-C4 alkoxy, C1-C4 alkoxy halide, C2-C4 alkenyl, C2-C4 alkynyl, C3-C8 cycloalkyl, C1-C4 alkoxy-C1-C4 alkyl, amino, phenoxy, which is optionally substituted by halogen or C1-C4 alkyl, NHR, NR2, C(Ra)=N-ORb, S(=O)pA1 or C(=O)A2, or two radicals R1 bound to adjacent carbon atoms can, together, also represent a group -O-Alk-O-, wherein Alk represents a linear or branched C1-C4 alkylene, and 1, 2, 3 or 4 hydrogen atoms can also be replaced by halogen; R2 represents C1-C4 alkyl halide, C1-C4 alkoxy, C1-C4 alkoxy halide, hydroxy, halogen, CN or NO2; whereby R2 can also represent hydrogen or C1-C4 alkyl when at least one of the three following conditions is fulfilled: n represents 3, 4 or 5; k represents 1, 2 or 3; if m is not equal to 0, at least one of the radicals R1 represents a radical that differs from halogen, C1-C4 alkyl, C1-C4 alkoxy and C1-C4 alkyl halide, and; R3 represents C1-C4 alkyl.

First regioselective c-2 lithiation of 3- and 4-chloropyridines

We have shown that the BuLi/LiDMAE reagent promotes the clean and regioselective C2 lithiation of 3- and 4-chloropyridines, while other reagents such as LDA or BuLi/TMEDA lead to classical ortho lithiation products or mixtures of regioisomers. The method was successfully applied to the preparation of various reactive 2,3- and 2,4-disubstituted pyridines.