100366-68-5

Basic information

• Product Name: 6-BROMO-2,2':6',2''-TERPYRIDINE
• Synonyms: 6-BROMO-2,2':6',2''-TERPYRIDINE
• CAS NO: 100366-68-5
• Molecular Formula: C₁₅H₁₀BrN₃
• Molecular Weight: 312.16
• Mol File: 100366-68-5.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 438.5 °C at 760 mmHg
• Flash Point: 219 °C
• Appearance: /
• Density: 1.446 g/cm³
• CAS DataBase Reference: 6-BROMO-2,2':6',2''-TERPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-2,2':6',2''-TERPYRIDINE(100366-68-5)
• EPA Substance Registry System: 6-BROMO-2,2':6',2''-TERPYRIDINE(100366-68-5)

Safety Data

• Hazardous Substances Data: 100366-68-5(Hazardous Substances Data)

Usage

General Description

6-BROMO-2,2':6',2''-TERPYRIDINE is a chemical compound with the molecular formula C18H12BrN3. It is a substituted terpyridine derivative, which is a type of heterocyclic compound containing three pyridine rings. This specific compound has a bromine atom substituted at the 6-position of the central pyridine ring. It is commonly used in coordination chemistry and as a ligand in the synthesis of metal complexes. 6-BROMO-2,2':6',2''-TERPYRIDINE has various applications in the field of materials science, catalysis, and organic synthesis due to its ability to form stable complexes with metal ions. It is important for its role in the development of new materials with unique properties and functions.

Upstream product

• 10495-73-5 2-bromo-6-(pyridin-2-yl)pyridine 
• 109-04-6 2-bromo-pyridine 
• 108-36-1 1,3-dibromobenzene 
• 626-05-1 2,6-Dibromopyridine 
• 49669-22-9 6,6'-Dibromo-2,2'-bipyridine 
• 366-18-7 [2,2]bipyridinyl 
• 130897-01-7 Ethyl 6-(2,2'-pyridyl) sulfide 
• 87905-04-2 (+/-)-2-(ethylsulfinyl)pyridine 
• 100366-67-4 3-Dimethylamino-1-pyridin-2-yl-propan-1-one; hydrochloride 
• 84488-18-6 1-(2-(6-bromopyridin-2-yl)-2-oxoethyl)pyridinium iodide 
• 26482-00-8 1-(2-oxo-2-(2-pyridyl)ethyl)pyridinium iodide 
• 100366-65-2 N,N-dimethyl<3-(6'-bromo-2'-pyridyl)-3-oxopropyl>ammonium chloride 
• 149775-39-3 Ethyl 6-(2,2'-pyridyl) sulfoxide 
• 1148-79-4 2,2':6,2''-terpyridine 

Downstream Products

• 1332698-87-9 1,3-dibromo-5-(2,2';6',2-terpyridin-6-yl)benzene 
• 1365543-85-6 1,3-bis(2,2'-bipyridin-6-yl)-5-(2,2';6',2-terpyridin-6-yl)benzene 
• 1332698-88-0 1,3-bis(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-5-(2,2';6',2-terpyridin-6-yl)benzene 
• 1365543-90-3 1,3-bis(2,2';6',2-terpyridin-6-yl)-5-(2,2'-bipyridin-6-yl)benzene 
• 1185738-82-2 1,3,5-tris(2',2'',6'',2'''-terpyridin-6'-yl)benzene 

Relevant articles and documents

Synthesis of ω-(Bromomethyl)bipyridines and Related ω-(Bromomethyl)pyridinoheteroaromatics: Useful Functional Tools for Ligands in Host Molecules

Pyridines and 2,2'-bipyridines have been employed as useful ligands in molecular recognition chemistries.Halomethyl-substituted bipyridine or oligopyridine derivatives were required for the assembly of bipyridine or oligopyridine units with a supporting mother functional part in artificial biofunctional molecules.A series of ω-(bromomethyl)bipyridines and related ω-(bromomethyl)pyridinoheteroaromatic compounds (types I-III) were synthesized in this paper.Preparation of oligopyridines and pyridinoheteroaromatic compounds have been carried out by either intermolecular ligand coupling of alkyl heteroaryl sulfoxide with pyridyllithium or intramolecular ligand coupling of pyridyl heteroaryl sulfoxide with methylmagnesium bromide for the type I compounds.The type II and III compounds were synthesized by addition of pyridyllithium to pyridinecarboxaldehyde.The ω-bromo group was introduced by radical bromination reaction of methylpyridyl group using NBS and BPO (dibenzoyl peroxide) or bromination of ω-(hydroxymethyl)pyridine using a combination of CBr4 and Ph3P.

Hypodentate Ligands: Systematic Approaches to Complexes containing Didentate 2,2':6',2''-Terpyridine (terpy) and the Crystal and Molecular Structures of 2 and 2 (bipy=2,2'-bipyridine, bterpy=6-bromo-2,2':6',2''-...)

A series of complexes containing hypodentate didentate 2,2':6',2''-terpyridine (terpy) ligands of general formula 2+ have been prepared.The complexes 2 and 2 (bterpy = 6-bromo-2,2':6',2''-terpyridine) have been structurally characterised and shown to contain the didentate terpy ligand in the solid state.

METAL-LIGAND CATALYSTS FOR SELECTIVE PROMOTION OF ELECTROCHEMICAL CO2RR

The electrochemical carbon dioxide reduction reaction (CO2RR) provides opportunities to synthesize value-added products from this greenhouse gas in a sustainable manner. Efficient catalysts for this reaction are provided that selectively drive CO2 reduction over the thermodynamic and kinetically competitive hydrogen evolution reaction (HER) in organic or aqueous electrolytes. The catalysts are metal-polypyridyl coordination complexes of a redox non-innocent terpyridine-based pentapyridine ligand and a first-row transition metal. The metal-ligand cooperativity in [Fe(tpyPY2Me)]2+ drives the electrochemical reduction of CO2 to CO at low overpotentials with high selectivity for CO2RR (>90%).

A convenient high yield synthesis of 2,2′:6′,2″:6″,2?:6?,2″″: 6″″,2″?-sexipyridine and helical transition-metal complexes of substituted sexipyridines

The compound 2,2′:6′,2″:6″,2?:6?,2″″: 6″″,2″?-sexipyridine (spy) has been synthesised in high yield by the coupling of 6-bromo-2,2′:6′,2″-terpyridine with a nickel(0) reagent, followed by demetallation of the resultant double-helical [Ni2(spy)2]4+ complex with KCN. In order to probe the effects of substitution of spy upon helication processes, the substituted compounds 4′,4″″-bis(methylsulfanyl)-2,2′:6′,2″: 6″,2?:6?,2″″:6″″,2″?- sexipyridine (msspy), 4′,4″″-diphenyl-2,2′:6′,2″:6″, 2?:6?,2″″:6″″,2″?- sexipyridine (pspy) and 4′,4″″-bis(4-tert-butylphenyl)-2,2′:6′,2″: 6″,2?:6?,2″″:6″″,2″?- sexipyridine (tbspy) were also prepared and studied. The reaction of each of these compounds with transition-metal ions capable of adopting an octahedral geometry results in the self-assembly of dinuclear double-helical complexes of the type [M2L2]4+ [M = iron(II), cobalt(II), nickel(II), copper(II), zinc(II), cadmium(II) or mercury(II); L = spy, msspy, pspy or tbspy]; the double-helical topology of the zinc complex of pspy was confirmed by a crystal-structure analysis of the salt [Zn2(pspy)2]-[PF6] 4-2MeCN·2H2O [space group P42212, a = 15.518(2), c = 18.443(1) A, R = 0.0638, R′ = 0.0735].