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

Description

2-Bromo-1,10-phenanthroline is an organic compound that belongs to the class of phenanthroline derivatives. It is characterized by the presence of a bromine atom at the 2nd position and is known for its unique chemical properties and potential applications in various fields.

Uses

Used in Chemical Synthesis:
2-Bromo-1,10-phenanthroline is used as a synthetic intermediate for the preparation of various organic compounds. It can be synthesized through a two-step protocol involving N-Oxide formation using m-CBPA (Aldrich 273031) and bromination using TBAB (Sigma-Aldrich 426288) and p-Toluenesulfonic anhydride (Aldrich 259764). 2-Bromo-1,10-phenanthroline serves as a valuable building block in the synthesis of complex organic molecules and pharmaceuticals.
Used in Analytical Chemistry:
2-Bromo-1,10-phenanthroline is utilized as a reagent in analytical chemistry for the detection and quantification of metal ions, particularly iron and copper. Its ability to form stable complexes with these metal ions makes it a useful tool in colorimetric and spectrophotometric methods for metal ion analysis.
Used in Pharmaceutical Research:
2-Bromo-1,10-phenanthroline is employed as a starting material in the development of new drugs and pharmaceutical compounds. Its unique chemical structure and properties make it a promising candidate for the design and synthesis of novel therapeutic agents with potential applications in various medical fields.
Used in Material Science:
2-Bromo-1,10-phenanthroline is also used in the field of material science for the development of new materials with specific properties. Its ability to form complexes with metal ions can be exploited to create coordination polymers and other advanced materials with potential applications in catalysis, gas storage, and sensing.

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

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

Downstream Products

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