55304-78-4

Basic information

• Product Name: 2,6-dibromo-3,5-dichloropyridine
• Synonyms: 2,6-dibromo-3,5-dichloropyridine
• CAS NO: 55304-78-4
• Molecular Formula: C5HBr2Cl2N
• Molecular Weight: 306
• Mol File: 55304-78-4.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,6-dibromo-3,5-dichloropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-dibromo-3,5-dichloropyridine(55304-78-4)
• EPA Substance Registry System: 2,6-dibromo-3,5-dichloropyridine(55304-78-4)

Safety Data

• Hazardous Substances Data: 55304-78-4(Hazardous Substances Data)

Usage

Chemical composition

Consists of a pyridine ring with two bromine and three chlorine atoms attached to it.

Usage

Primarily used as an intermediate in the production of agricultural chemicals and pharmaceuticals.

Biocidal properties

Known for its potent biocidal properties, making it an effective ingredient in pesticides and herbicides.

Pharmaceutical synthesis

Used in the synthesis of pharmaceutical drugs.

Building block

Used as a building block in the production of other complex organic molecules.

Environmental and health hazards

Potential environmental and health hazards require proper handling and disposal procedures.

Upstream product

• 141-86-6 2.6-diaminopyridine 
• 343781-45-3 4-bromo-3,5-dichloropyridine 
• 76942-19-3 2,6-diamino-3,5-dichloropyridine 

Relevant articles and documents

Strategies for the selective functionalization of dichloropyridines at various sites

Whereas 2,3-dichloropyridine and 2,5-dichloro-4-(lithiooxy)-pyridine undergo deprotonation exclusively at the 4- and 2-positions, respectively, optional site selectivity can be implemented with 2,5- and 3,4-dichloropyridine (which are attacked, depending on the choice of the reagents, at either the 4- or 6- and either the 2- and 5-positions, respectively). Upon treatment with lithium diisopropylamide, 2,4-dichloro-3-iodopyridine, 3,5-dichloro-4-bromopyridine and 2,6-dichloro-3-iodopyridine afford 5-, 2- and 4-lithiated intermediates, but the latter isomerize instantaneously to species in which lithium and iodine have swapped places, the driving force being the low basicity of C-Li bonds when flanked by two neighboring halogens.

A Convenient Synthesis of 2,3,5,6-Tetrahalogenopyridines and of 3,5-Bis(alkylthio)pyridines from 2,6-Diaminopyridine

Controlled chlorination of 2,6-diaminopyridine (1) affords 2,6-diamino-3,5-dichloropyridine (2a) which is then bis(diazotised) to give 2,3,5,6-tetrachloropyridine (3a); similarly prepared are other 2,3,5,6-tetra(chloro/bromo) pyridines and 2,6-dichloro-3,5-bis(thiocyanato)pyridine (3h), from which 3,5-bis(alkylthio)pyridines are easily obtained.