15823-71-9

Basic information

• Product Name: bis(1,10-phenanthroline)copper(2+) ion
• Synonyms: bis(1,10-phenanthroline)copper(2+) ion
• CAS NO: 15823-71-9
• Molecular Formula: C₂₄H₁₆CuN₄
• Molecular Weight: 423.96
• Mol File: 15823-71-9.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 365.1°C at 760 mmHg
• Flash Point: 164.8°C
• Appearance: /
• Vapor Pressure: 3.38E-05mmHg at 25°C
• CAS DataBase Reference: bis(1,10-phenanthroline)copper(2+) ion(CAS DataBase Reference)
• NIST Chemistry Reference: bis(1,10-phenanthroline)copper(2+) ion(15823-71-9)
• EPA Substance Registry System: bis(1,10-phenanthroline)copper(2+) ion(15823-71-9)

Safety Data

• Hazardous Substances Data: 15823-71-9(Hazardous Substances Data)

Usage

Description

Bis(1,10-phenanthroline)copper(2+) ion, also known as [Cu(phen)2]2+, is a coordination complex composed of a copper(II) ion bound to two 1,10-phenanthroline ligands. It is known for its unique photophysical properties and enhanced stability and reactivity due to the chelating environment provided by the two phenanthroline ligands.

Uses

Used in Chemical and Biological Research:
Bis(1,10-phenanthroline)copper(2+) ion is used as a fluorescence probe for its ability to form stable complexes with DNA, making it a valuable tool in chemical and biological research.
Used in Photocatalysis:
The [Cu(phen)2]2+ ion is utilized in photocatalysis due to its unique photophysical properties and enhanced reactivity, contributing to the development of efficient catalytic systems.
Used in Luminescence Applications:
Bis(1,10-phenanthroline)copper(2+) ion is employed in luminescent materials and devices, taking advantage of its photophysical properties for various applications in the field of materials science.
Used in Anti-Cancer Research:
The [Cu(phen)2]2+ ion has been studied for its potential as an anti-cancer agent, with ongoing research exploring its therapeutic effects and mechanisms of action against cancer cells.
Used in the Field of Materials Science:
Bis(1,10-phenanthroline)copper(2+) ion is applied in materials science for the development of new materials with unique properties, leveraging its photophysical characteristics and coordination chemistry.

InChI:InChI=1/2C12H8N2.Cu.H2O4S/c2*1-3-9-5-6-10-4-2-8-14-12(10)11(9)13-7-1;;1-5(2,3)4/h2*1-8H;;(H2,1,2,3,4)/q;;+2;

Upstream product

• 66-71-7 1,10-Phenanthroline 
• 795225-09-1 Cu(bigH)(phen) 
• 7758-99-8 copper(II) sulfate 
• 17378-82-4 bis(1,10-phenanthroline)copper(I) 
• 73697-83-3 bis(1,10-phenanthroline)copper(I) hydrogensulfate 
• 7789-45-9 copper(ll) bromide 
• 34946-82-2 copper(II) bis(trifluoromethanesulfonate) 

Relevant articles and documents

Mechanistic Insight into the Cu-Catalyzed C-S Cross-Coupling of Thioacetate with Aryl Halides: A Joint Experimental-Computational Study

The mechanism of the Ullmann-type reaction between potassium thioacetate (KSAc) and iodobenzene (PhI) catalyzed by CuI associated with 1,10-phenanthroline (phen) as a ligand was explored experimentally and computationally. The study on C-S bond formation was investigated by UV-visible spectrophotometry, cyclic voltammetry, mass spectrometry, and products assessment from radical probes. The results indicate that under experimental conditions the catalytically active species is [Cu(phen)(SAc)] regardless of the copper source. An examination of the aryl halide activation mechanism using radical probes was undertaken. No evidence of the presence of radical species was found during the reaction process, which is consistent with an oxidative addition cross-coupling pathway. The different reaction pathways leading to the experimentally observed reaction products were studied by DFT calculation. The oxidative addition-reductive elimination mechanism via an unstable CuIII intermediate is energetically more feasible than other possible mechanisms such as single electron transfer, halogen atom transfer, and σ-bond methatesis.

Kinetics and Mechanism of the Reaction of the Bis(1,10-phenanthroline)copper(I) Ion with Hydrogen Peroxide in Aqueous Solution

Investigations of the reaction of the bis(1,10-phenanthroline)copper(I) ion, Cu(phen)2+, with hydrogen peroxide in the presence of a scavenger (RH=methanol, ethanol, 2-propanol, or formate ion) and of the reactions initiated by radiation-produced hydroxyl free radical, OH., in similar systems in the absence of H2O2 show OH. is not formed by the Cu(phen)2+ + H2O2 reaction.The observed kinetics and stoichiometry of this reaction are interpreted in terms of a mechanism involving an intermediate, possibly a Cu-H2O2 complex, formed by reaction of Cu(phen)2+ with H2O2.The rate constant for the reaction of this intermediate with RH is smaller, by a factor of at least 1E4, than that for the reaction of OH. with RH.

On the origin of copper(i) catalysts from copper(ii) precursors in C-N and C-O cross-couplings

CuII precursors ligated to phenanthrolines are reduced in situ by alcohols or amines in the presence of a base (Cs2CO3) to generate CuI species which are active catalysts in C-N and C-O cross-coupling reactions. The conversion CuII → CuI has been evidenced and monitored by UV-vis and NMR spectroscopy.