66127-01-3

Basic information

• Product Name: 3-BROMO-1,10-PHENANTHROLINE
• Synonyms: 1,10-Phenanthroline,3-bromo-;3-BROMO-1,10-PHENTHROLINE;3-BROMO-1,10-PHENANTHROLINE;3-Bromophenanthroline
• CAS NO: 66127-01-3
• Molecular Formula: C₁₂H₇BrN₂
• Molecular Weight: 259.1
• Product Categories: Electronic Chemicals
• Mol File: 66127-01-3.mol

Chemical Properties

• Melting Point: 173 °C
• Boiling Point: 397.8 °C at 760 mmHg
• Flash Point: 194.4 °C
• Appearance: Yellow crystalline powder
• Density: 1.616
• Vapor Pressure: 3.55E-06mmHg at 25°C
• Refractive Index: 1.757
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 4.22±0.10(Predicted)
• CAS DataBase Reference: 3-BROMO-1,10-PHENANTHROLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-1,10-PHENANTHROLINE(66127-01-3)
• EPA Substance Registry System: 3-BROMO-1,10-PHENANTHROLINE(66127-01-3)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 66127-01-3(Hazardous Substances Data)

Usage

Uses

Used in Analytical Chemistry:
3-Bromo-1,10-phenanthroline serves as a chelating agent for transition metal ions, which is particularly useful in spectrophotometric and fluorometric analyses. Its ability to form complexes with metal ions allows for the detection and quantification of these ions in samples.
Used in Research Laboratories:
In research settings, 3-Bromo-1,10-phenanthroline is utilized as a fluorescent probe for the detection and quantification of metal ions in biological and environmental samples. The bromine atom's presence enhances its sensitivity and selectivity in these applications.
Used in the Synthesis of Coordination Complexes:
3-Bromo-1,10-phenanthroline is employed in the synthesis of coordination complexes, where its chelating properties are leveraged to create stable and functional molecular structures with potential applications in various fields, including catalysis and materials science.
Used in Catalytic Reactions:
Furthermore, 3-Bromo-1,10-phenanthroline has been investigated for its role in catalytic reactions, where its interaction with metal ions can facilitate or enhance the reaction processes, contributing to the development of more efficient and selective catalytic systems.

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

Upstream product

• 66-71-7 1,10-Phenanthroline 
• 3829-86-5 1,10-phenanthroline hydrochloride 

Downstream Products

• 1182844-62-7 2-bromo-4,5-diazafluoren-9-one 
• 861242-82-2 3-bromo-1,10-phenanthroline-5,6-dione 
• 1480371-38-7 (2-(1,10-phenanthrolin-3-yl)naphth-6-yl)diphenylphosphine oxide 
• 369390-74-9 1,4-Bis[3-(2,9-di(2,4,6-trimethylphenyl)-[1,10]phenanthrolinyl)ethynyl]benzene 
• 369390-68-1 2,9-Bis(2,4,6-trimethylphenyl)-3-(trimethylsilanylethynyl)-[1,10]phenanthroline 
• 369390-71-6 2,9-Bis(2,4,6-trimethylphenyl)-3-ethynyl-[1,10]phenanthroline 
• 256504-86-6 CH₃OC₆H₄C₁₂N₂H₆C₆H₂(C₆H₁₃)2C₁₂N₂H₆C₆H₄OCH₃ 
• 369390-77-2 4,4'-Bis[3-(2-(4-bromo-2,3,5,6-tetramethylphenyl)-9-(2,4,6-trimethylphenyl)-[1,10]phenanthrolinyl)ethynyl]biphenyl 

Relevant articles and documents

Photobiological activity of Ru(ll) dyads based on (Pyren-1 -yl)ethynyl derivatives of 1, 10-Phenanthroline

Several mononuclear Ru(ll) dyads possessing 1, 10-phenanthrollne-appended pyrenylethynylene llgands were synthesized, characterized, and evaluated for their potential in photobiologlcal applications such as photodynamlc therapy (PDT). These complexes interact with DNA via intercalation and photocleave DNA in vitro at submlcromolar concentrations when irradiated with visible light (λirr ≥ 400 nm). Such properties are remarkably sensitive to the position of the ethynylpyrenyl substituent on the 1, 10-phenanthroline ring, with 3-substitutlon showing the strongest binding under all conditions and causing the most deleterious DNA damage. Both dyads photocleave DNA under hypoxic conditions, and this photoactlvity translates well to cytotoxicity and photocytotoxlcity models using human leukemia cells, where the 5- and 3-substituted dyads show photocytotoxiclty at 5-10μM and 10-20μM, respectively, with minimal, or essentially no, dark toxicity at these concentrations. This lack of dark cytotoxicity at concentrations where significant photoactlvity Is observed emphasizes that agents with strong intercalating units, previously thought to be too toxic for phototherapeutic applications, should not be excluded from the arsenal of potential photochemotherapeutic agents under investigation.

Synthesis and properties of 3,8-bis[4-(9H-carbazol-9-yl)phenyl]-1,10- phenanthroline for phosphorescent OLEDs

A novel bipolar molecule, 3,8-bis[4-(9H-carbazol-9-yl)-phenyl]-1,10- phenanthroline (CZPT) was synthesized and employed as the host in phosphorescent organic light-emitting devices (OLEDs). A maximum luminance of 7000 cd/m 2 was achieved using fac-tris(2-phenylpyridine)iridium (Ir(ppy) 3) as the emitting material. Copyright

Liquid-crystalline phenanthrolines

The synthesis and mesomorphism of the first liquid-crystalline phenanthrolines are reported.

Simple One-Step Synthesis of 3-Bromo- and 3,8-Dibromo-1,10-Phenanthroline: Fundamental Building Blocks in the Design of Metal Chelates

Commercially available 1,10-phenanthroline monohydrochloride monohydrate (1) reacts with bromine to give 3-bromo-1,10-phenanthroline (2) and 3,8-dibromo-1,10-phenanthroline (3) as major products in a one step reaction.