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14694-95-2 Usage


Chlorotris(triphenylphosphine)rhodium(I), also known as Wilkinson's catalyst, is a magenta-colored crystalline compound with the chemical formula RhCl(PPh3)3. It is a homogeneous hydrogenation catalyst that plays a significant role in various chemical reactions due to its unique properties and catalytic activity.


Used in the Chemical Industry:
Chlorotris(triphenylphosphine)rhodium(I) is used as a catalyst for the hydrogenation of alkenes, facilitating the conversion of alkenes to alkanes. This process is essential in the production of various chemicals and pharmaceuticals.
Used in the Suzuki Reaction:
Chlorotris(triphenylphosphine)rhodium(I) is used as a catalyst in the Suzuki reaction, a cross-coupling reaction between an organoboron compound and an organohalide, leading to the formation of new carbon-carbon bonds. This reaction is widely employed in the synthesis of complex organic molecules, including pharmaceuticals and natural products.
Used in the Catalytic Hydroboration of Alkenes:
Chlorotris(triphenylphosphine)rhodium(I) is used as a catalyst in the hydroboration of alkenes with catecholborane and pinacolborane. This reaction is crucial for the synthesis of various organic compounds, including alcohols and other functional groups.
Used in the Selective 1,4-Reduction of α, β-Unsaturated Carbonyl Compounds:
Chlorotris(triphenylphosphine)rhodium(I) is used as a catalyst for the selective 1,4-reduction of α, β-unsaturated carbonyl compounds, which is an essential step in the synthesis of various organic molecules and pharmaceuticals.
Used as a Homogeneous Hydrogenation Catalyst:
Chlorotris(triphenylphosphine)rhodium(I) is used as a homogeneous hydrogenation catalyst in various industrial processes, providing efficient and selective reduction of a wide range of substrates, including alkenes, alkynes, and carbonyl compounds.


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

Flammability and Explosibility


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.

Check Digit Verification of cas no

The CAS Registry Mumber 14694-95-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,6,9 and 4 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 14694-95:
132 % 10 = 2
So 14694-95-2 is a valid CAS Registry Number.

14694-95-2 Well-known Company Product Price

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  • CAS number
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  • Detail
  • TCI America

  • (T0931)  Tris(triphenylphosphine)rhodium(I) Chloride  >98.0%(T)

  • 14694-95-2

  • 1g

  • 755.00CNY

  • Detail
  • TCI America

  • (T0931)  Tris(triphenylphosphine)rhodium(I) Chloride  >98.0%(T)

  • 14694-95-2

  • 5g

  • 2,710.00CNY

  • Detail
  • Alfa Aesar

  • (10468)  Chlorotris(triphenylphosphine)rhodium(I), 97%   

  • 14694-95-2

  • 1g

  • 757.0CNY

  • Detail
  • Alfa Aesar

  • (10468)  Chlorotris(triphenylphosphine)rhodium(I), 97%   

  • 14694-95-2

  • 5g

  • 2678.0CNY

  • Detail
  • Aldrich

  • (205036)  Tris(triphenylphosphine)rhodium(I)chloride  99.9% trace metals basis

  • 14694-95-2

  • 205036-250MG

  • 783.90CNY

  • Detail
  • Aldrich

  • (205036)  Tris(triphenylphosphine)rhodium(I)chloride  99.9% trace metals basis

  • 14694-95-2

  • 205036-1G

  • 1,695.33CNY

  • Detail
  • Aldrich

  • (205036)  Tris(triphenylphosphine)rhodium(I)chloride  99.9% trace metals basis

  • 14694-95-2

  • 205036-5G

  • 5,920.20CNY

  • Detail
  • Aldrich

  • (199982)  Tris(triphenylphosphine)rhodium(I)chloride  

  • 14694-95-2

  • 199982-1G

  • 1,215.63CNY

  • Detail
  • Aldrich

  • (199982)  Tris(triphenylphosphine)rhodium(I)chloride  

  • 14694-95-2

  • 199982-5G

  • 4,999.41CNY

  • Detail



According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017


1.1 GHS Product identifier

Product name Chlorotris(triphenylphosphine)rhodium(I)

1.2 Other means of identification

Product number -
Other names Wilkinson's catalyst

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14694-95-2 SDS

14694-95-2Relevant articles and documents

Djerassi, C.,Gutzwiller, J.

, p. 4537 - 4538 (1966)

Synthesis of a square-planar rhodium alkylidene N-heterocyclic carbene complex and its reactivity toward alkenes

Palacios, Laura,Miao, Xiaowei,Di Giuseppe, Andrea,Pascal, Simon,Cunchillos, Carmen,Castarlenas, Ricardo,Perez-Torrente, Jesus J.,Lahoz, Fernando J.,Dixneuf, Pierre H.,Oro, Luis A.

, p. 5208 - 5213 (2011)

The first rhodium alkylidene square-planar complex stabilized by an N-heterocyclic carbene ligand, RhCl(=CHPh)(IPr)PPh3 (2; IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-carbene), has been prepared by reaction of RhCl(IPr)(PPh3)2 (1) with phenyldiazomethane and its dynamic behavior in solution studied. Treatment of 2 with alkenes results in the formation of the η2-olefin complexes RhCl(η2- CH2=CHR)(IPr)PPh3 (3, R = H; 4, R = Ph; 5, R = OEt) and new olefins arising from the coupling of the alkylidene with the alkenes, likely via a metallacyclobutane intermediate.

Arulsamy, Kilakathi S.,Pandey, Krishna K.,Agarwala, Umesh C.

, p. L51 - L52 (1981)

Synthesis of Ammonium Ions and Nitrosylation Reactions using Nitrosyl Chloride and Alkyl Nitrites

Khan, M. Ishaque,Agarwala, U. C.

, p. 1139 - 1142 (1989)

Nitrosyl chloride (NOCl) reacts with RuCl3*xH2O in the presence of PPh3 in different alcohols leading to the formation of ammonium ions and under mild experimental conditions, through reductive deoxygenation.Some parameters affecting th

Synthesis of Silicon and Germanium-Containing Heterosumanenes via Rhodium-Catalyzed Cyclodehydrogenation of Silicon/Germanium-Hydrogen and Carbon-Hydrogen Bonds

Zhou, Dandan,Gao, Ya,Liu, Bingxin,Tan, Qitao,Xu, Bin

, p. 4628 - 4631 (2017)

A three-step synthesis of C3-symmetric trisilasumanene and trigermasumanene, heteroanalogues of the π-bowl sumanene, was achieved using a threefold rhodium-catalyzed cyclodehydrogenation of Si/Ge-H and C-H bonds as the key step. Trigermasumanene was proven to adopt a planar geometry by single crystal X-ray diffraction for the first time. The optical properties were also investigated by UV-vis and fluorescence spectroscopy.

Dimeric rhodium-ethylene NHC complexes as reactive intermediates for the preparation of tetra-heteroleptic NHC complexes

Zenkina, Olena V.,Keske, Eric C.,Wang, Ruiyao,Crudden, Cathleen M.

, p. 6423 - 6432 (2011)

Dimeric rhodium complexes with various N-heterocyclic carbene (NHC) ligands have been synthesized and fully characterized. X-ray analysis unambiguously confirms the bimetallic nature of these complexes, and in all cases one molecule of ethylene is coordinated to each metal center in an η2- fashion. The Rh atoms are also coordinated to one NHC ligand and are interconnected by two μ-chlorine bridges. The dimeric nature of the complexes is most likely stabilized due to the significant steric bulk around the metal centers provided by the carbene ligands. Consistent with this, modulating the steric properties and backbone saturation of the ligands was shown to have a significant effect on the stability and geometry of the complexes. Treatment of the carbene dimers with ligands such as PPh3 results in cleavage of the dimers and a unique synthesis of tetra-heteroleptic complexes of the general formula [ClRh(NHC)(PR3)(CH2=CH2)]. The stabilities of these compounds have been assessed, and although decomposition to Wilkinson's complex is observed upon treatment with an excess of phosphine for prolonged times, the presence of the ethylene ligand provides greatly increased stability compared with the bis-phosphine analogues [ClRh(NHC)(PPh 3)2].

Mechanochemical dehydrocoupling of dimethylamine borane and hydrogenation reactions using Wilkinson's catalyst

Schumacher, Christian,Crawford, Deborah E.,Ragu?, Branimir,Glaum, Robert,James, Stuart L.,Bolm, Carsten,Hernández, José G.

supporting information, p. 8355 - 8358 (2018/08/04)

Mechanochemistry enabled the selective synthesis of the recherché orange polymorph of Wilkinson's catalyst [RhCl(PPh3)3]. The mechanochemically prepared Rh-complex catalysed the solvent-free dehydrogenation of Me2NH·BH3 in a ball mill. The in situ-generated hydrogen (H2) could be utilised for Rh-catalysed hydrogenation reactions by ball milling.

The continuous reaction device and method of using the continuous composite (by machine translation)


Paragraph 0186, (2017/01/02)

PROBLEM TO BE SOLVED: compounds with high productivity can be generated. SOLUTION: 1 the raw material supply section 12 and a first, a second and 2 the raw material supply section 14, and a reaction part 18, the first reaction part 1 from the raw material supply section 1 and a second quantity of raw material, the raw material supply section 2 from the first reaction part 2 and a second quantity of raw material, the raw material supply section 1 from the first reaction part 1 and a second temperature of the raw material, the raw material supply section 2 from the first reaction part 2 and supplied to the temperature of the raw material, and having a control part 22, a continuous reaction device as shown in the drawing. Selected drawing: fig. 1 (by machine translation)

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