Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

199982

Sigma-Aldrich

Tris(triphenylphosphine)rhodium(I) chloride

Synonym(s):

NSC 124140, RhCl(PPh3)3, Rhodium(I) tris(triphenylphosphine) chloride, Wilkinson’s catalyst

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
[(C6H5)3P]3RhCl
CAS Number:
14694-95-2
Molecular Weight:
925.22
Beilstein:
4581440
EC Number:
238-744-5
MDL number:
MFCD00010016
UNSPSC Code:
12161600
PubChem Substance ID:
24851950
NACRES:
NA.22

Quality Level

200

reaction suitability

core: rhodium
reagent type: catalyst

SMILES string

Cl[Rh].c1ccc(cc1)P(c2ccccc2)c3ccccc3.c4ccc(cc4)P(c5ccccc5)c6ccccc6.c7ccc(cc7)P(c8ccccc8)c9ccccc9

InChI

1S/3C18H15P.ClH.Rh/c3*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;/h3*1-15H;1H;/q;;;;+1/p-1

InChI key

IXAYKDDZKIZSPV-UHFFFAOYSA-M

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

Tris(triphenylphosphine)rhodium(I) chloride is used as a decarbonylation reagent and as a cocatalyst in Heck reaction.

Application

Hydrosilylation Catalysts

Catalyst used for many organic reactions including:
  • Chemoselective allylic alkylations
  • Stoichiometric activation of Si-H bonds and hydrosilylations
  • Inter- and intramolecular hydroacylation of alkenes along with a cocatalyst
  • Polymerization of diorganostannanes

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317,H413

Hazard Classifications

Aquatic Chronic 4 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCG4968
BCCG1374
BCCD6919
BCCD6917
BCCB0258

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

The Journal of Organic Chemistry, 57, 5075-5075 (1992)
Chemical Reviews, 91, 1179-1179 (1991)
Effect of catalytic hydrogenation of cellular lipid and fatty acid on the susceptibility of tumor cells to humoral immune killing.
S I Schlager
Methods in enzymology, 73(Pt B), 191-199 (1981-01-01)
V P Shevchenko et al.
Bioorganicheskaia khimiia, 36(2), 283-288 (2010-06-10)
1,2-Tritium-labeled 3-(O-carboxypropyl)- and 3-(O-carbomethoxypropyl)-oximes of 6alpha-methyl-16alpha,17alpha-cyclohexanopregn-4-ene-3,20-diones were obtained by the homogeneous catalytic hydrogenation of 1,2-dehydroprecursors with gaseous tritium and the subsequent separation of the resulting mixtures by HPLC. The specific radioactivities of 50-55 Ci/mmol were prepared using tris-(triphenylphosphine)-rhodium chloride.
P Andrew Evans et al.
Journal of the American Chemical Society, 124(30), 8782-8783 (2002-07-26)
Transition metal-catalyzed cycloaddition reactions represent powerful methods for the construction of complex polycyclic systems. We have developed a new intermolecular metal-catalyzed [4 + 2 + 2] cycloaddition of heteroatom-tethered enyne derivatives with 1,3-butadiene. This study demonstrates that excellent selectivity can
View All Related Papers

Articles

Alkyne Hydrosilylation

Vinyl-metal reagents play a pivotal role in organic synthesis. Among the vinyl-metal reagents available, silicon-based reagents are of increasing importance. This is largely due to their low cost, minimal toxicity, ease of handling, and the simplicity of byproduct removal.

Hydrosilylation Catalyst

A Highly Efficient Hydrosilylation Catalyst, sigma-aldrich is pleased to offer [Cp*Ru(MeCN)3]PF6, as well as a number of other catalysts for hydrosilylation.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service