5394-23-0

Basic information

• Product Name: 4,7-Dichloro-1,10-phenanthroline
• Synonyms: 4,7-Dichloro-1,10-phenanthroline;4,7-Dichloro-o-phenanthroline;NSC 626;1,10-Phenanthroline,4,7-dichloro;4,7-Dichloro-1,10-phenanthroline Hydrate;4,7-Dichloro-1,10-phenanthroline 97%;4,7-Dichloro-1,10-phenthroline
• CAS NO: 5394-23-0
• Molecular Formula: C₁₂H₆Cl₂N₂
• Molecular Weight: 249.099
• Product Categories: N-ContainingChemical Synthesis;Other LigandsHeterocyclic Building Blocks;Catalysis and Inorganic Chemistry;Halogenated Heterocycles;Heterocyclic Building Blocks;Others;Building Blocks;Catalysis and Inorganic Chemistry;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;N-Containing;Other Ligands
• Mol File: 5394-23-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 243-247 °C
• Boiling Point: 395.9°Cat760mmHg
• Flash Point: 225.5°C
• Appearance: /
• Density: 1.482g/cm³
• Vapor Pressure: 4.07E-06mmHg at 25°C
• Refractive Index: 1.742
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 3.29±0.10(Predicted)
• CAS DataBase Reference: 4,7-Dichloro-1,10-phenanthroline(CAS DataBase Reference)
• NIST Chemistry Reference: 4,7-Dichloro-1,10-phenanthroline(5394-23-0)
• EPA Substance Registry System: 4,7-Dichloro-1,10-phenanthroline(5394-23-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• TSCA: No
• Hazardous Substances Data: 5394-23-0(Hazardous Substances Data)

Usage

General Description

4,7-Dichloro-1,10-phenanthroline is a chemical compound that belongs to the class of phenanthroline derivatives. It is a chelating ligand that is widely used in coordination chemistry and analytical chemistry. 4,7-Dichloro-1,10-phenanthroline is a powerful complexing agent due to its ability to form stable complexes with metal ions, particularly transition metals such as copper and iron. It has been used in various industrial, environmental, and biological applications, including as a reagent for the determination of metal ions in complex samples. Additionally, 4,7-Dichloro-1,10-phenanthroline has potential applications in the development of new materials and pharmaceuticals.

InChI:InChI=1/C12H6Cl2N2/c13-9-3-5-15-11-7(9)1-2-8-10(14)4-6-16-12(8)11/h1-6H

Upstream product

• 87330-25-4 1,4,7,10-tetrahydro-3,8-bis(ethoxycarbonyl)-1,10-phenanthroline-4,7-dione 
• 87330-26-5 1,4,7,10-tetrahydro-3,8-dicarboxy-1,10-phenanthroline-4,7-dione 
• 4921-71-5 N,N'-bis(2,2-di{ethoxycarbonyl}ethenyl)-1,2-diamino-benzene 
• 95-54-5 1,2-diamino-benzene 
• 3922-40-5 1,10-phenanthroline-4,7-diol 
• 87330-27-6 1,4,7,10-tetrahydro-1,10-phenanthroline-4,7-dione 
• 503863-91-0 1,2-bis-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidenemethyl)amino]benzene 

Downstream Products

• 168206-33-5 4,7-Bis(4-methylphenylthio)-1,10-phenanthroline 
• 193969-46-9 4,7-bis(p-hydroxyphenoxy)-1,10-phenanthroline 
• 1662-01-7 bathophenanthroline 
• 106017-64-5 Cu(C₁₂H₆N₂(Cl)2)(P(C₆H₅)3)2⁽¹⁺⁾*BF₄^(1-)=(Cu(C₁₂H₆N₂(Cl)2)(P(C₆H₅)3)2)BF₄ 
• 97574-37-3 4,7-bis(4-(tert-butyl)phenyl)-1,10-phenanthroline 
• 95950-20-2 4,7-bis-(p-methoxyphenyl)-1,10-phenanthroline 
• 1349174-59-9 4,7-bis[4-(trifluoromethyl)phenyl]-1,10-phenanthroline 
• 676542-82-8 4,7-di(9H-carbazol-9-yl)-1,10-phenanthroline 
• 192226-55-4 4,7-bis(phenylethinyl)-1,10-phenanthroline 
• 1233221-59-4 C₄₈H₃₄N₄ 

Relevant articles and documents

A novel photosensitizer based on a ruthenium(ii) phenanthroline bis(perylenediimide) dyad: synthesis, generation of singlet oxygen and in vitro photodynamic therapy

In this study, a novel photosensitizer having two perylenediimide units and a phenanthroline ruthenium(ii) coordination moiety (Ru-BP) has been developed for photodynamic therapy (PDT) of cancer cells. This new compound was prepared via reactions of two n

Copper-catalyzed N-arylation of imidazoles and benzimidazoles

(Chemical Equation Presented) 4,7-Dimethoxy-1,10-phenanthroline (L1c) was found to be an efficient ligand for the copper-catalyzed N-arylation of imidazoles and benzimidazoles with both aryl iodides and bromides under mild conditions. Further optimization of the system has revealed that the addition of poly(ethylene glycol) accelerates this reaction. A variety of hindered and functionalized imidazoles, benzimidazoles, and aryl halides were transformed in good to excellent yields. Heteroaryl halides were also coupled in moderate to good yields. We also present the results obtained from a series of coupling reactions, which directly compare the use of L1c with other recently reported ligands.

The synthesis of aromatic diazatricycles from phenylenediamine-bis(methylene Meldrum's acid) derivatives

The thermocyclisation of phenylenediamine-bis(methylene Meldrum's acid) derivatives has been investigated. Those of o-phenylenediamines give 1,10-phenanthroline derivatives, while those of m- and p-phenylenediamines lead to the preferential formation of angular diazatricycles. Thus, for example, the di-Meldrum's acid derivative of 2,5-dichloro-1,4-phenylenediamine gives, via ipso-substitution, the unexpected angular product 19.