22426-14-8

Basic information

• Product Name: 2-Bromo-1,10-phenanthroline
• Synonyms: 2-Bromo-1,10-phenathroline;2-Bromo-1,10-phenanthroline;2-Bromo-1,10-phenant;2-Bromo-1,10-phenthroline
• CAS NO: 22426-14-8
• Molecular Formula: C₁₂H₇BrN₂
• Molecular Weight: 259.1
• EINECS: 607-070-7
• Product Categories: oled intermediate
• Mol File: 22426-14-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 161.0 to 165.0 °C
• Boiling Point: 414.3±25.0 °C(Predicted)
• Appearance: /
• Density: 1.616
• Refractive Index: 1.757
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 4.20±0.10(Predicted)
• CAS DataBase Reference: 2-Bromo-1,10-phenanthroline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-1,10-phenanthroline(22426-14-8)
• EPA Substance Registry System: 2-Bromo-1,10-phenanthroline(22426-14-8)

Safety Data

• Statements: 41
• Safety Statements: 26-39
• RIDADR: UN2811 - class 6.1 - PG 3 - EHS - Toxic solids, organic, n.o.s.,
• Hazardous Substances Data: 22426-14-8(Hazardous Substances Data)

Usage

Uses

Brominated phenanthroline can be synthesized via a method reported by Baran and coworkers using a two-step protocol through N-Oxide formation using m-CBPA (Aldrich 273031) and bromination using TBAB (Sigma-Aldrich 426288) and p-Toluenesulfonic anhydride (Aldrich 259764).

InChI:InChI=1/C12H7BrN2/c13-10-6-5-9-4-3-8-2-1-7-14-11(8)12(9)15-10/h1-7H

Upstream product

• 1891-19-6 1,10-phenanthroline N-oxide 
• 31535-89-4 1-methyl-1,10-phenanthrolin-2(1H)-one 
• 23647-26-9 1-methyl-1,10-phenanthrolinium iodide 
• 66-71-7 1,10-Phenanthroline 
• 24721-92-4 1-Dimethylamino-ethanol 

Downstream Products

• 72404-92-3 2-acetyl-1,10-phenanthroline 
• 39069-02-8 2,9-dibromo-1,10-phenanthroline 
• 1433982-61-6 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,10-phenanthroline 
• 1181365-58-1 2-(3,5-diphenyl-1H-pyrazol-1-yl)-1,10-phenanthroline 
• 22426-17-1 2-phenoxy-1,10-phenanthroline 

Relevant articles and documents

HYDROXYPHENYL PHENANTHROLINES AS POLYMERIZABLE BLOCKERS OF HIGH ENERGY LIGHT

Described are high energy light blocking compounds and ophthalmic devices containing the compounds. In particular, described are hydroxyphenyl phenanthroline structures with polymerizable functionality that block high energy light and are visibly transpar

Regioselective bromination of fused heterocyclic N-oxides

A mild method for the regioselective C2-bromination of fused azine N-oxides is presented, employing tosic anhydride as the activator and tetra-n-butylammonium bromide as the nucleophilic bromide source. The C2-brominated compounds are produced in moderate to excellent yields and with excellent regioselectivity in most cases. The potential extension of this method to other halogens, effecting C2-chlorination with Ts2O/TBACl is also presented. Finally, this method could be incorporated into a viable one-pot oxidation/bromination process, using methyltrioxorhenium/urea hydropgen peroxide as the oxidant.

Synthesis of new pyrrole-pyridine-based ligands using an in situ Suzuki coupling method

The compounds 6-(pyrrol-2-yl)-2,2'-bipyridine, 2-(pyrrol-2-yl)-1,10- phenanthroline and 2-(2-(N-methylbenz[d,e]imidazole)-6- (pyrrol-2-yl)-pyridine were synthesized by using an in situ generated boronic acid for the Suzuki coupling. Crystals of the products could be grown and exhibited interesting structures by X-ray analysis, one of them showing a chain-like network with the adjacent molecules linked to each other via intermolecular N-H...N hydrogen bonds.