36309-88-3

Basic information

• Product Name: TRIS(4,7-DIPHENYL-1,10-PHENANTHROLINE)RUTHENIUM (II) DICHLORIDE
• Synonyms: BATHOPHENANTHROLINE RUTHENIUM CHLORIDE;BATHOPHENANTHROLINE RUTHENIUM DICHLORIDE;TRIS-(BATHOPHENANTHROLINE) RUTHENIUM (II) CHLORIDE;TRIS(4,7-DIPHENYL-1,10-PHENANTHROLINE) RUTHENIUM (II) CHLORIDE;TRIS(4,7-DIPHENYL-1,10-PHENANTHROLINE)RUTHENIUM (II) DICHLORIDE;TRIS(4,7-DIPHENYL-1,10-PHENANTHROLIN)RUTHENIUM DICHLORIDE COMPLEX;TRIS(4,7-DIPHENYL-1,10-PHENANTHROLIN)RUTHENIUM(II) DICHLORIDE COMPLEX;Tris(4,7-diphenyl-1,10-phenanthroline)ruthenium(II) dichloride complex
• CAS NO: 36309-88-3
• Molecular Formula: C₇₂H₄₈N₆Ru*2Cl
• Molecular Weight: 1169.17
• Product Categories: electronic
• Mol File: 36309-88-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 275-279°C (dec.)
• Boiling Point: 543.1°Cat760mmHg
• Flash Point: >110°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 2.63E-11mmHg at 25°C
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: DMF: soluble
• Water Solubility: Soluble in alcohol and dimethylformamide. Insoluble in water.
• CAS DataBase Reference: TRIS(4,7-DIPHENYL-1,10-PHENANTHROLINE)RUTHENIUM (II) DICHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIS(4,7-DIPHENYL-1,10-PHENANTHROLINE)RUTHENIUM (II) DICHLORIDE(36309-88-3)
• EPA Substance Registry System: TRIS(4,7-DIPHENYL-1,10-PHENANTHROLINE)RUTHENIUM (II) DICHLORIDE(36309-88-3)

Safety Data

• Statements: 34
• Safety Statements: 24/25
• RIDADR: 3261
• WGK Germany: 3
• F: 8-10
• TSCA: No
• Hazardous Substances Data: 36309-88-3(Hazardous Substances Data)

Usage

Uses

Tris(4,7-diphenyl-1,10-phenanthroline)ruthenium(II) dichloride complex is a luminescent oxygen probe.

Description

Tris(4,7-diphenyl-1,10-phenanthroline)ruthenium II dichloride complex is a luminescent probe (absorption λmax: 455 nm, luminescence λmax: 613 nm) widely used for detection and quantitation of oxygen. The dye is strongly reduced by molecular oxygen as a result of dynamic quenching; thus oxygen detection can be based on either measurement of intensity or decay time. This oxygen probe has been used to optimize optical oxygen sensors, to measure oxygen flux through tissues and in skin tumors, and for oxygen imaging.

InChI:InChI=1/3C24H16N2.2ClH.Ru/c3*1-3-7-17(8-4-1)19-13-15-25-23-21(19)11-12-22-20(14-16-26-24(22)23)18-9-5-2-6-10-18;;;/h3*1-16H;2*1H;/q;;;;;+2/p-2

Synthetic route

tris(4,7-diphenyl-1,10-phenanthroline)ruthenium(II) hexafluorophosphate + tetrabutyl-ammonium chloride (1112-67-0) → ruthenium(II)-tris-4,7-diphenyl-1,10-phenanthroline dichloride (36309-88-3)

Conditions	Yield
In acetone	95%

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2 (52462-29-0) + bathophenanthroline (1662-01-7) → ruthenium(II)-tris-4,7-diphenyl-1,10-phenanthroline dichloride (36309-88-3)

Conditions	Yield
In N,N-dimethyl-formamide other Radiation; subjected to 300-W microwave irradn. at 250°C for 5 min; cooled, pptd. (CH2Cl2/Et2O), recrystd.;	89%

ruthenium(III) chloride trihydrate + bathophenanthroline (1662-01-7) → ruthenium(II)-tris-4,7-diphenyl-1,10-phenanthroline dichloride (36309-88-3)

Conditions	Yield
In 1,2-dimethoxyethane for 72h; Inert atmosphere; Reflux;	85%

rhodium(III) chloride hydrate + bathophenanthroline (1662-01-7) → ruthenium(II)-tris-4,7-diphenyl-1,10-phenanthroline dichloride (36309-88-3)

Conditions	Yield
In N,N-dimethyl-formamide at 120℃; for 36h; Inert atmosphere;	50%

ammonium hexafluorophosphate + ruthenium(II)-tris-4,7-diphenyl-1,10-phenanthroline dichloride (36309-88-3) → tris(4,7-diphenyl-1,10-phenanthroline)ruthenium(II) hexafluorophosphate

Conditions	Yield
methatesis reaction of tris(4,7-diphenyl-1,10-phenanthroline)ruthenium(II) chloride with excess of NH4PF6; elem. anal.;	40%

ruthenium(II)-tris-4,7-diphenyl-1,10-phenanthroline dichloride (36309-88-3) → tris(4,7-diphenyl-1,10-phenanthroline)ruthenium(III)

Conditions	Yield
With perchloric acid; oxygen for 0.333333h; Photolysis;

Upstream product

• 1662-01-7 bathophenanthroline 
• 1112-67-0 tetrabutyl-ammonium chloride 
• 52462-29-0 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 

Relevant articles and documents

Disruption of microtubule function in cultured human cells by a cytotoxic ruthenium(ii) polypyridyl complex

Treatment of malignant and non-malignant cultured human cell lines with a cytotoxic IC50 dose of ～2 μM tris(4,7-diphenyl-1,10-phenanthroline)ruthenium(ii) chloride (RPC2) retards or arrests microtubule motion as tracked by visualizing fluorescently-tagged microtubule plus end-tracking proteins. Immunofluorescent microscopic images of the microtubules in fixed cells show substantial changes to cellular microtubule network and to overall cell morphology upon treatment with RPC2. Flow cytometry with MCF7 and H358 cells reveals only minor elevations of the number of cells in G2/M phase, suggesting that the observed cytotoxicity is not tied to mitotic arrest. In vitro studies with purified tubulin reveal that RPC2 acts to promote tubulin polymerization and when imaged by electron microscopy, these microtubules look normal in appearance. Isothermal titration calorimetry measurements show an associative binding constant of 4.8 × 106 M-1 for RPC2 to preformed microtubules and support a 1?:?1 RPC2 to tubulin dimer stoichiometry. Competition experiments show RPC2 does not compete for the taxane binding site. Consistent with this tight binding, over 80% of the ruthenium in treated cells is co-localized with the cytoskeletal proteins. These data support RPC2 acting as an in vivo microtubule stabilizing agent and sharing many similarities with cells treated with paclitaxel.

Efficient and stable solid-state light-emitting electrochemical cell using tris(4,7-diphenyl-1,10-phenanthroline)ruthenium(II) hexafluorophosphate

The complex tris(4,7-diphenyl-1,10-phenanthroline)ruthenium(II), prepared via a simple microwave-assisted synthesis, was used to prepare a single-layer light-emitting electrochemical cell. This device reaches a high power efficiency of 1.9 Lum/W at a brightness of 390 cd/m2. Moreover, its lifetime is an order of magnitude longer than that of a similar cell making use of tris(bipyridine)ruthenium(II) as the emitting complex. Copyright