40360-47-2

Basic information

• Product Name: 2-Chloro-3,5-dibromopyridine
• Synonyms: 2-CHLORO-3,5-DIBROMOPYRIDINE;Pyridine, 3,5-dibromo-2-chloro-
• CAS NO: 40360-47-2
• Molecular Formula: C₅H₂Br₂ClN
• Molecular Weight: 271.34
• EINECS: 688-035-3
• Product Categories: Pyridine Series;Halides;Pyridines;Pyridine;Variety of halogenated heterocyclic series;Heterocycle-Pyridine series;Furans
• Mol File: 40360-47-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 42-44°C
• Boiling Point: 257.1 °C at 760 mmHg
• Flash Point: 109.3 °C
• Appearance: White/Crystalline Solid
• Density: 2.136 g/cm³
• Vapor Pressure: 0.0239mmHg at 25°C
• Refractive Index: 1.62
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -3.02±0.10(Predicted)
• CAS DataBase Reference: 2-Chloro-3,5-dibromopyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-3,5-dibromopyridine(40360-47-2)
• EPA Substance Registry System: 2-Chloro-3,5-dibromopyridine(40360-47-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-37-37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 40360-47-2(Hazardous Substances Data)

Usage

General Description

2-Chloro-3,5-dibromopyridine is a chemical compound with the molecular formula C5H2Br2ClN. It is a pyridine derivative that is commonly used in the synthesis of pharmaceuticals and agrochemicals. 2-Chloro-3,5-dibromopyridine is known for its high reactivity and is used as an intermediate in the production of various organic compounds. It is also used as a building block in the synthesis of heterocyclic compounds. 2-Chloro-3,5-dibromopyridine is a highly versatile compound with a wide range of industrial applications.

InChI:InChI=1/C5H2Br2ClN/c6-3-1-4(7)5(8)9-2-3/h1-2H

Upstream product

• 35486-42-1 2-amino-3,5-dibromopyridine 
• 13472-60-1 3,5-dibromo-2-methoxypyridine 
• 75-44-5 phosgene 
• 14529-54-5 3,5-dibromo-1-methyl-1H-pyridin-2-one 
• 13472-81-6 3,5-dibromo-2-hydroxypyridine 
• 2402-99-5 3,5-dibromopyridine-N-oxide 
• 7791-25-5 sulfuryl dichloride 

Downstream Products

• 138386-81-9 3-Phenyl-9H-pyrido[2,3-b]indole 
• 28216-18-4 3,5-dibromo-2-(4-nitro-phenoxy)-pyridine 
• 856163-60-5 3,5-dibromo-pyridine-2-sulfonic acid 

Relevant articles and documents

Efficient Phosphorus-Free Chlorination of Hydroxy Aza-Arenes and Their Application in One-Pot Pharmaceutical Synthesis

The chlorination of hydroxy aza-arenes with bis(trichloromethyl) carbonate (BTC) and SOCl2 has been effectively performed by refluxing with 5 wt % 4-dimethylaminopyridine (DMAP) as a catalyst. Various substrates are chlorinated with high yields. The obtained chlorinated aza-arenes can be used directly with simple workup for succedent one-pot synthesis on a large scale.

Chiral Hexahalogenated 4,4′-Bipyridines

The preparation of 27 isomers of chiral hexahalogeno-4,4′-bipyridines by means of two complementary methods is described. The first one is convergent and based on the LDA-induced 4,4′-dimerization of trihalopyridines, whereas the second method is divergent and achieved through regioselective halogenation reactions of 4,4′-bipyridine-2,2′-diones. Iodine in 2,2′-positions of the 4,4′-bipyridines was introduced by a copper-catalyzed Finkelstein reaction (Buchwald procedure) performed on 2,2′-dibromo derivatives. Selected compounds of this new family of atropisomeric 4,4′-bipyridines were enantioseparated by high performance liquid chromatography on chiral stationary phases, and the absolute configurations of the separated enantiomers were assigned by using X-ray diffraction analysis. The latter revealed that various halogen bond types are responsible for crystal cohesion.

A Convenient Synthesis of Halogenated 2-Chloropyridines by Transformation of Halogenated 2-Methoxypyridines under Vilsmeier-Haack Conditions

Several halogenated 2-chloropyridines 2a-2h were conveniently synthesized by transformation of halogenated 2-methoxypyridines 1a-1h under Vilsmeier-Haack conditions in a yield of 50-71percent.