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Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
2,3,5,6-tetrabromopyridine is utilized as a key intermediate in the synthesis of pharmaceuticals and agrochemicals due to its unique chemical properties that facilitate the creation of diverse medicinal and pesticidal compounds.
Used in Flame Retardant Production:
In the manufacturing sector, 2,3,5,6-tetrabromopyridine is employed as a component in flame retardants for textiles, electronics, and construction materials. Its inclusion in these products aims to diminish their flammability, thereby enhancing safety standards.
However, it is important to note that 2,3,5,6-tetrabromopyridine has been classified as a persistent organic pollutant, which poses potential risks to both the environment and human health. Consequently, there has been a rise in regulatory limitations surrounding its application and manufacturing, reflecting a growing concern for sustainable and less harmful alternatives in industrial and chemical processes.

Upstream product

• 625-92-3 3,5-dibromopyridine 
• 626-05-1 2,6-Dibromopyridine 
• 1121-89-7 piperidine-2,6-dione 
• 63875-38-7 3,5,6-tribromopyridin-2-amine 
• 141-86-6 2.6-diaminopyridine 
• 76942-20-6 2,6-diamino-3,5-dibromopyridine 
• 7789-60-8 phosphorus tribromide 
• 7789-69-7 phosphorus pentabromide 
• 7726-95-6 bromine 
• 109-04-6 2-bromo-pyridine 
• 19798-81-3 2-Amino-6-bromopyridine 
• 873383-11-0 6-bromo-1-methyl-1,2-dihydropyridin-2-one 
• 2408-70-0 2,4,6-tribromopyridine 
• 408352-48-7 2-amino-4,6-dibromopyridine 

Downstream Products

• 118555-06-9 3,5-dibromo-2,6-diphenoxypyridine 

Relevant academic research and scientific papers

Synthesisandpropertiesof5,7-Dihydropyrido[3,2-b:5,6-b′]diindoles

5,7-Dihydropyrido[3,2-b:5,6-b]diindoles were prepared by a highly efficient two-step synthesis that involved a site-selective Suzuki coupling reaction of 2,3,5,6-etrabromopyridine and a subsequent Pd-catalyzed cyclization that proceeded through a twofold C-N coupling reaction with aromatic and aliphatic amines. With the exception of the parent molecule, which was described in a patent without any characterization data, the 5,7-dihydropyrido[3,2-b:5,6-b]diindoles are a new chemical entity. Their electrochemical and photochemical properties were investigated. These pyridodiindoles show promising fluorescence properties with good quantum yields and interesting electrochemical behavior. The optical and electronical properties were analyzed and explained by using DFT calculations.

Functionalized thienoacridines: Synthesis, optoelectronic, and structural properties

The preparation and characterization of hexylated, brominated, and 5-hexyl-2-thienyl-substituted tetrathienoacridine (TTAc) is described. Comparative electrochemical, optical, computational, and solid-state studies with their thienoanthracene (TTAn) analogs demonstrate that replacement of CH with nitrogen leads to an overall lowering of the frontier molecular energy levels and decrease in the HOMO-LUMO energy gap. While the brominated TTAc and TTAn derivatives are isostructural, as indicated by X-ray diffraction studies, the lower sublimation temperature and thermochromic behaviour exhibited by bromo-TTAc is attributed to an additional dipole-dipole interaction resulting from the dipole moment afforded by carbon/nitrogen substitution in the core aromatic ring. This work represents a fundamental study of heteroatom substitution in 2-D conjugated small molecules and investigates how inclusion of an electron deficient aromatic ring into the molecular framework (i.e., acridine versus anthracene) can influence the physical properties.

SYNTHESIS OF PHENOXYPYRIDINES UNDER PHASE TRANSFER CATALYSIS CONDITIONS

Reactions of halopyridines with alkali metal phenoxides in a two phase liquid-solid catalytic system, rather than in a liquid-liquid phase transfer catalytic system, make it possible to prepare 2-, 3-, and 4-phenoxypyridines from unactivated bromo- or chloropyridines and 2-chloropicolines.In polyhalogenated pyridines only α- and γ-halogen atoms undergo substitution. 7,8-Dibromo-6-azaphenoxane has been prepared by the reaction of 2,3,5,6-tetrabromopyridine with the dipotassium salt of pyrocatechol.

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.