778611-64-6

Basic information

• Product Name: 5-BROMO-2-CHLORO-4-PICOLINE
• Synonyms: 5-BROMO-2-CHLORO-4-METHYL-PYRIDINE;5-BROMO-2-CHLORO-4-PICOLINE;5-Bromo-2-chloro-4-picoline, 98+%;(13959-02-9)3-Bromopyridine-4-carboxylic acid;2-CHLORO-4-METHYL-5-BROMOPYRIDINE;5-BroMo-2-chloro-4-picoline, 98+% 1GR
• CAS NO: 778611-64-6
• Molecular Formula: C₆H₅BrClN
• Molecular Weight: 206.47
• EINECS: -0
• Product Categories: blocks;Bromides;Pyridines;Pyridine;Pyridine series;Boronic Acid;Variety of halogenated heterocyclic series
• Mol File: 778611-64-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 25-30 °C
• Boiling Point: 239℃
• Flash Point: 99℃
• Appearance: Clear pale yellow low melting solid
• Density: 1.624
• Refractive Index: 1.5400 (estimate)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -1.45±0.10(Predicted)
• CAS DataBase Reference: 5-BROMO-2-CHLORO-4-PICOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-2-CHLORO-4-PICOLINE(778611-64-6)
• EPA Substance Registry System: 5-BROMO-2-CHLORO-4-PICOLINE(778611-64-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-22-37/38
• Safety Statements: 37/39-26-39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 778611-64-6(Hazardous Substances Data)

Usage

Chemical Properties

Clear pale yellow low melting solid

Upstream product

• 53939-30-3 5-bromo-2-chloropyridine 
• 74-88-4 methyl iodide 
• 164513-38-6 2-hydroxy-5-bromo-4-methylpyridine 
• 695-34-1 2-Amino-4-methylpyridine 
• 98198-48-2 2-amino-5-bromo-4-methylpyridine 

Downstream Products

• 1443155-85-8 5-(4-methanesulfonyl-phenyl)-2-{1-[(1-trifluoromethyl-cyclopropyl)methyl]-piperidin-4-yl}-2,3-dihydro-furo[2,3-c]pyridine 
• 1382133-33-6 4-[5-(4-methanesulfonyl-phenyl)-2,3-dihydro-furo[2,3-c]pyridin-2-yl]-piperidine-1-carboxylic acid tert-butyl ester 
• 1382136-68-6 5-(4-methanesulfonyl-phenyl)-2-piperidin-4-yl-2,3-dihydro-furo[2,3-c]pyridine 
• 1443684-66-9 2-cyclohexyl-5-(4-methyl-6-(methylsulfonyl)pyridin-3-yl)-1H-pyrrolo[2,3-b]pyridine 
• 847349-87-5 2-(benzyloxy)-5-bromo-4-methylpyridine 
• 164513-39-7 5-bromo-2-methoxy-4-methylpyridine 
• 610279-04-4 5-bromo-2-ethoxy-4-methylpyridine 

Relevant articles and documents

Large-scale solvent-free chlorination of hydroxy-pyrimidines,-pyridines,- pyrazines and-amides using equimolar POCl3

Chlorination with equimolar POCl3 can be efficiently achieved not only for hydroxypyrimidines, but also for many other substrates such as 2-hydroxy-pyridines,-quinoxalines, or even-amides. The procedure is solvent-free and involves heating in a sealed reactor at high temperatures using one equivalent of pyridine as base. It is suitable for large scale (multigram) batch preparations.

Unusual t-BuLi induced ortholithiation versus halogen-lithium exchange in bromopyridines: Two alternative strategies for functionalization

The reaction of lithiating agents with various 3-bromopyridines has been investigated. An unprecedented selectivity was observed with t-BuLi, which effected a clean lithiation at C-4. With 3-bromo and 2-chloro-3-bromo pyridines, the ortholithiation-exchange ratio was strongly electrophile and addition order dependent while 2-chloro-5-bromopyridine always gave exclusive C-4 substitution.