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205036

Tris(triphenylphosphine)rhodium(I) chloride

Name: Tris(triphenylphosphine)rhodium(I) chloride
Brand: ALDRICH

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

UNSPSC Code:

12161600

NACRES:

NA.22

PubChem Substance ID:

24852305

EC Number:

238-744-5

Beilstein/REAXYS Number:

4581440

MDL number:

MFCD00010016

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Properties

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

Description

Application

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.

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

ppe

Eyeshields, Gloves, type N95 (US)

flash_point_f

Not applicable

flash_point_c

Not applicable

Hazard Classifications

Aquatic Chronic 2

Storage Class

13 - Non Combustible Solids

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Articles

Rhodium Catalyzed Asymmetric Suzuki Related Cross Coupling Reactions

Discover the role of boronic acids in enantioenriched C(sp²)–C(sp²) product synthesis, specifically the rhodium-catalyzed Suzuki–Miyaura-type arylations of allylic halides and cyclobutenes.

European Journal of Organic Chemistry, 5260-5260 (2006)

Judicious application of allyl protecting groups for the synthesis of 2-morpholin-4-yl-4-oxo-4H-chromen-8-yl triflate, a key precursor of DNA-dependent protein kinase inhibitors.

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

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)

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Global Trade Item Number

SKU	GTIN
205036-1G	04061838767431
205036-250MG	04061833481974
205036-5G	04061838767448

Key Documents

Tris(triphenylphosphine)rhodium(I) chloride

99.9% trace metals basis

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About This Item

Quality Level

assay

reaction suitability

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InChI

InChI key

Application

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ppe

flash_point_f

flash_point_c

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Documentation

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