84539-34-4

Basic information

• Product Name: 4-AMINO-3,5-DIBROMOPYRIDINE
• Synonyms: OTAVA-BB BB7110951384;AURORA 15013;IFLAB-BB F1371-0141;4-AMINO-3,5-DIBROMOPYRIDINE;3,5-DIBROMOPYRIDIN-4-AMINE;3,5-dibromo-4-aminopyridine;3,5-dibroMo-4-aMinopyridin;4-aMino-3,5-dibroMopyridin
• CAS NO: 84539-34-4
• Molecular Formula: C₅H₄Br₂N₂
• Molecular Weight: 251.91
• Product Categories: Heterocycle-Pyridine series
• Mol File: 84539-34-4.mol

Chemical Properties

• Melting Point: 156-158℃
• Boiling Point: 292.9 °C at 760 mmHg
• Flash Point: 130.9 °C
• Appearance: /
• Density: 2.147
• Vapor Pressure: 0.00179mmHg at 25°C
• Refractive Index: 1.672
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 4.96±0.24(Predicted)
• CAS DataBase Reference: 4-AMINO-3,5-DIBROMOPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-3,5-DIBROMOPYRIDINE(84539-34-4)
• EPA Substance Registry System: 4-AMINO-3,5-DIBROMOPYRIDINE(84539-34-4)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25-37/38-41
• Safety Statements: 26-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 84539-34-4(Hazardous Substances Data)

Usage

Chemical Properties

white solid

InChI:InChI=1/C5H4Br2N2/c6-3-1-9-2-4(7)5(3)8/h1-2H,(H2,8,9)

Upstream product

• 1453-82-3 isonicotinamide 
• 504-24-5 4-aminopyridine 
• 7726-95-6 bromine 

Downstream Products

• 1187205-81-7 3-bromo-5-(4-methoxyphenyl)pyridin-4-ylamine 
• 1187205-82-8 3-bromo-5-(2-fluoro-4-trifluoromethylphenyl)-pyridin-4-ylamine 
• 13626-17-0 3,5-dibromo-4-chloro-pyridine 
• 1246962-63-9 4-[N,N-bis(2-tetrahydro-2H-pyran-2-yloxyethyl)amino]-1-(3-bromo-5-cyanopyridin-4-ylazo)-benzene 
• 1246962-64-0 4-[N,N-bis(2-tetrahydro-2H-pyran-2-yloxyethyl)amino]-1-(3,5-dicyanopyridin-4-ylazo)benzene 
• 1246962-66-2 4-[N,N-bis(2-tetrahydro-2H-pyran-2-yloxyethyl)amino]-1-(3-cyano-5-phenylpyridin-4-ylazo)-benzene 
• 1246962-67-3 2-[4-N,N-bis(2-tetrahydro-2H-pyran-2-yloxyethyl)aminophenylazo-3,5-dibromopyridinium-1-yl]-1,3-dioxo-2,3-dihydro-1H-inden-2-ide 
• 1246962-62-8 4-[N,N-bis(2-tetrahydro-2H-pyran-2-yloxyethyl)amino]-1-(3,5-dibromopyridin-4-ylazo)benzene 
• 1235999-04-8 4-[N,N-bis(2-hydroxyethyl)amino]-1-(3,5-dibromopyridin-4-ylazo)benzene 

Relevant articles and documents

Synthesis of pyridinium betaine azo chromophores

New chromophores have been synthesized and investigated containing as acceptor a quaternized pyridine unit with mobile bromine in the structure conjugated with two donor units - the indan-1,3-dione anion and the dihydroxyethylamino group through a π-conju

Mild regioselective halogenation of activated pyridines with N-bromosuccinimide

Regioselective mono and dihalogenations of amino, hydroxy and methoxy pyridines (2-, 3-, and 4-substituted) as well as 2,6-dimethoxy pyridine with N-bromosuccinimide in different solvents have been studied. Reactivity of the substrates decreases in the order amino>hydroxy>methoxy and regioselectivity depends on the position of the substituent (2-substituted > 3-substituted). In most of the cases we obtained monobrominated derivatives regioselectively and in high yields. Hydroxy and amino pyridines can also be dibrominated in almost quantitative yield with 2 equivalents of NBS.

Bromination of Some Pyridine and Diazine N-Oxides

Selected monosubstituted pyridines, pyrazines, pyrimidines, and their N-oxides, having an electron-donating substituent, were successfully brominated under very mild conditions.The N-oxide function itself is not sufficient to cause these ?-deficient systems to undergo electrophilic aromatic halogenation.Only strongly electron-donating substituents (amino groups) activate the heterocyclic nucleus toward bromination.These substituents direct the electrophilic substitution ortho/para to them with or without the N-oxide group present.Pyridine and diazines with moderately activating substituents such as alkoxy groups are brominated only when their ortho/para activation is augmented by the activation of the N-oxide funtion.Failure to brominate 5-methoxypyrimidine 1-oxide may well reflect the greater ? deficiency of the pyrimidine ring.