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205036

Sigma-Aldrich

Tris(triphenylphosphine)rhodium(I) chloride

99.9% trace metals basis

Synonym(s):

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

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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:
24852305
NACRES:
NA.22

Quality Level

100

Assay

99.9% trace metals basis

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

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Related Categories

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
Useful catalyst for the efficient cross-coupling of activated alkenyl tosylates with arylboronic acids. Also used to catalyze the cleavage of allyl phenolic ethers to phenols with DABCO.

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

205036-250MG:4548173930558
205036-1G:4548173930541
205036-BULK:
205036-VAR:
205036-5G:4548173930565

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Certificates of Analysis (COA)

Lot/Batch Number
MKCR6299
MKCM3707
MKBV8261V
MKBG0912V
MKAA2339

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Sonsoles Rodriguez Aristegui et al.
Organic letters, 8(26), 5927-5929 (2006-12-15)
[Structure: see text] 2-morpholin-4-yl-4-oxo-4H-chromen-8-yl 2,2,2-trifluoromethanesulfonate is a key intermediate for the synthesis of the DNA-dependent protein kinase (DNA-PK) inhibitor 8-dibenzothiophen-4-yl-2-morpholin-4-yl-chromen-4-one (NU7441). Two improved methods for the synthesis of this triflate have been developed: (A) in 35% overall yield, through modification
European Journal of Organic Chemistry, 5260-5260 (2006)
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.
Johannes Kiefer et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 9(15), 2207-2213 (2008-09-16)
Homogeneous catalysis in room-temperature ionic liquids (ILs) constitutes a most interesting field of research with high potential in technical applications. As concerns the hydrogenation of unsaturated hydrocarbons, Wilkinson's compound RhCl(PPh(3))(3) represents a catalyst that provides high selectivity and activity. Herein
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