138006-41-4

Basic information

• Product Name: 3-BROMO-2,5-DICHLOROPYRIDINE
• Synonyms: 2,5 DICHLORO-3-BROMO-PYRIDINE;3-BROMO-2,5-DICHLOROPYRIDINE;2-Chloro-3-Bromo-5-Chloropyridine;Pyridine,3-broMo-2,5-dichloro-
• CAS NO: 138006-41-4
• Molecular Formula: C₅H₂BrCl₂N
• Molecular Weight: 226.89
• Product Categories: Pyridine;Halides;Pyridines;Boronic Acid;Variety of halogenated heterocyclic series;Pyridine Series;Heterocycle-Pyridine series
• Mol File: 138006-41-4.mol

Chemical Properties

• Melting Point: 38-40°C
• Boiling Point: 195-198C
• Flash Point: 98.3 °C
• Appearance: White or cream-colored powder
• Density: 1,199g/cm
• Vapor Pressure: 0.0634mmHg at 25°C
• Refractive Index: 1,424-1,426
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: soluble in Methanol
• PKA: -3.02±0.10(Predicted)
• CAS DataBase Reference: 3-BROMO-2,5-DICHLOROPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-2,5-DICHLOROPYRIDINE(138006-41-4)
• EPA Substance Registry System: 3-BROMO-2,5-DICHLOROPYRIDINE(138006-41-4)

Safety Data

• Hazard Codes: Xi,T
• Statements: 36/37/38-41-37/38-25
• Safety Statements: 26-45-39
• RIDADR: UN2811
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 138006-41-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Bromo-2,5-dichloropyridine is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure and reactivity make it a valuable building block in the development of new drugs, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Bromo-2,5-dichloropyridine serves as a key intermediate in the production of pesticides and herbicides. Its incorporation into these chemicals enhances their effectiveness in controlling pests and weeds, thereby supporting agricultural productivity and crop protection.
Used in Chemical Synthesis:
3-Bromo-2,5-dichloropyridine is utilized as a versatile building block in the synthesis of other chemicals. Its halogenated nature and pyridine ring structure allow for a wide range of chemical reactions, making it a valuable component in the creation of various organic and inorganic compounds for diverse applications.

InChI:InChI=1/C5H2BrCl2N/c6-4-1-3(7)2-9-5(4)8/h1-2H

Upstream product

• 1221793-62-9 3-bromo-5-chloropyridine N-oxide 
• 26163-03-1 2-amino-3-bromo-5-chloropyridine 

Downstream Products

• 217090-24-9 N-tert-Butyl-4-(2,5-dichloro-pyridin-3-yl)-benzenesulfonamide 
• 202409-86-7 2,5-dichloro-3-[4-(methylsulfonyl)phenyl]pyridine 
• 202409-82-3 2-(benzyloxy)-3-bromo-5-chloropyridine 

Relevant articles and documents

Application of 1,1-ADEQUATE, HMBC, and Density Functional Theory to Determine Regioselectivity in the Halogenation of Pyridine N-Oxides

The 1,1-ADEQUATE spectrum clearly shows specific two-bond proton to carbon correlations to unequivocally distinguish the major and minor regioisomers of ortho-halogenated pyridines and to aid in assignment of the corresponding proton and carbon chemical shifts. M06-2X/6-31+G(d,p) free energies of the regioisomeric intermediates arising from deprotonation correctly predict the experimentally observed preference and thus can be used to tune the substituent pattern to yield a desired regiochemical outcome.

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.

Highly Regioselective Halogenation of Pyridine N -Oxide: Practical Access to 2-Halo-Substituted Pyridines

A highly efficient and regioselective halogenation reaction of unsymmetrical pyridine N-oxide under mild conditions is described. The methodology provides a practical access to various 2-halo-substituted pyridines, which are pharmaceutically important intermediates.