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Tris(triphenylphosphine)rhodiu

Basic information Reactions Safety Supplier Related

Tris(triphenylphosphine)rhodiu Basic information

Product Name:
Tris(triphenylphosphine)rhodiu
Synonyms:
  • DECARBON
  • CHLOROTRIS(TRIPHENYLPHOSPHINE)RHODIUM(I)
  • CHLOROTRIS(TRIPHENYLPHOSPHINE)RHODATE (I)
  • CHLORO TRIS ( TRIPHENYL PHOSPHANE ) RHODIUM (1)
  • Chlorotris-(triphenylphosphino)-rhodium
  • TRIS(TRIPHENYLPHOSPHINE)CHLORORHODIUM
  • TRIS(TRIPHENYLPHOSPHINE)RHODIUM(1) CHLORIDE
  • TRIS(TRIPHENYLPHOSPHINE)RHODIUM(I) CHLORIDE
CAS:
14694-95-2
MF:
C54H45ClP3Rh
MW:
925.21
EINECS:
238-744-5
Product Categories:
  • Catalysts for Organic Synthesis
  • Classes of Metal Compounds
  • Homogeneous Catalysts
  • Metal Complexes
  • Rh (Rhodium) Compounds
  • Synthetic Organic Chemistry
  • Metal Compounds
  • Transition Metal Compounds
  • metal-phosphine complexes
  • chemical reaction,pharm,electronic,materials
  • Rh
Mol File:
14694-95-2.mol
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Tris(triphenylphosphine)rhodiu Chemical Properties

Melting point:
245-250 °C (dec.)
Boiling point:
>170°C
Density 
1.363; d 1.379
vapor pressure 
0Pa at 25℃
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Soluble in most solvents (e.g. benzene, ethanol, chloroform, dichloromethane) but with phosphine dissociation. Reacts with O{2} in solution
form 
Crystalline Powder
color 
Red-brown to maroon
Water Solubility 
insoluble
Hydrolytic Sensitivity
4: no reaction with water under neutral conditions
Sensitive 
air sensitive
Merck 
14,9758
BRN 
4581440
Exposure limits
ACGIH: TWA 1 mg/m3
NIOSH: IDLH 100 mg/m3; TWA 0.1 mg/m3
InChIKey
QEYYHUJFSQCTAE-UHFFFAOYSA-M
LogP
5.69 at 20℃
CAS DataBase Reference
14694-95-2(CAS DataBase Reference)
NIST Chemistry Reference
chlorotris(triphenylphosphine)rhodium(14694-95-2)
EPA Substance Registry System
Rhodium, chlorotris(triphenylphosphine)-, (SP-4-2)- (14694-95-2)
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Safety Information

Hazard Codes 
C,Xi
Risk Statements 
34-36/38
Safety Statements 
22-24/25-37/39-28A-26-15-45-36/37/39
RIDADR 
1759
WGK Germany 
1
8-10-23
TSCA 
Yes
HS Code 
28439090

MSDS

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Tris(triphenylphosphine)rhodiu Usage And Synthesis

Reactions

  1. A homogeneous hydrogenation catalyst which operates under mild conditions.
  2. Catalyst for the decarbonylation of aldehydes.
  3. Catalyst for regio- and stereoselective allylic substitution reactions.
  4. Alkyne hydro-phosphorylation
  5. Heck-type reaction with α,β-unsaturated esters.
  6. Alkyne arylation
  7. Allylic alcohol-olefin coupling.
  8. Terminal alkenes from ketones.
  9. Rh-catalyzed isomerization of α-aryl propargyl alcohols to indanones.
  10. Reductive deprotection of silyl groups. 

Chemical Properties

magenta crystals

Uses

suzuki reaction

Uses

Tris(triphenylphosphine)rhodiu is also known as Wilkinson's catalyst and is commonly used to catalyze the hydrogenation of alkenes. Tris(triphenylphosphine)rhodiu is also used in the catalytic hydroboration of alkenes with catecholborane and pinacolborane and the selective 1,4-reduction of α, β-unsaturated carbonyl compounds.

Uses

Homogeneous hydrogenation catalyst.

Flammability and Explosibility

Non flammable

Purification Methods

It forms dark burgundy crystals from hot EtOH after refluxing for 30minutes. When the solution is heated for only 5minutes, orange crystals are formed. Heating the orange crystals in EtOH yields red crystals. Crystallisation from Me2CO gives the orange crystals. The two forms have similar IR spectra, but the X-ray diffraction patterns are slighly different. [Osborne et al. J Chem Soc (A) 1711 1966, Osborne & Wilkinson Inorg Synth X 67 1967, Bennett & Donaldson Inorg Chem 16 655 1977.] The solubilities are as follows: in CH2Cl2 ~2% (25o), in toluene 0.2% (25o), and less soluble in Me2CO, MeOH, BuOH and AcOH, but insoluble in pet ethers and cyclohexane. It reacts with donor solvents such as pyridine, DMSO and MeCN.

Tris(triphenylphosphine)rhodiuSupplier

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