Skip to Content
Merck
All Photos(1)

Documents

673293

Sigma-Aldrich

Pentamethylcyclopentadienylbis(triphenylphosphine)ruthenium(II) chloride

Synonym(s):

Cp*RuCl(PPh3)2, Chloro(pentamethylcyclopentadienyl)bis(triphenylphosphine)ruthenium(II)

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

About This Item

Linear Formula:
[(C10H15)Ru(P((C6H5)3))2Cl]
CAS Number:
92361-49-4
Molecular Weight:
796.32
MDL number:
MFCD09038426
UNSPSC Code:
12161600
PubChem Substance ID:
24885155
NACRES:
NA.22

form

solid

Quality Level

100

reaction suitability

core: ruthenium
reagent type: catalyst
reaction type: click chemistry

mp

128 °C (D)

storage temp.

2-8°C

SMILES string

Cl[Ru].C[C]1[C](C)[C](C)[C](C)[C]1C.c2ccc(cc2)P(c3ccccc3)c4ccccc4.c5ccc(cc5)P(c6ccccc6)c7ccccc7

InChI

1S/2C18H15P.C10H15.ClH.Ru/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-6-7(2)9(4)10(5)8(6)3;;/h2*1-15H;1-5H3;1H;/q;;;;+1/p-1

InChI key

KLXKSZDVKAWYRT-UHFFFAOYSA-M

Related Categories

Application

Catalyst employed in the cycloaddtion of azides with acetylenes giving exclusively the 1,5-disubstitutedtriazoles in contrast to the 1,4-regiochemistry commonly observed with copper catalysis. Ruthenium catalysis also enables the use of internal acetylenes in these "click cycloaddtions".
Versatile catalyst for living radical polymerization

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Metal-catalyzed living radical polymerization.
M Kamigaito et al.
Chemical reviews, 101(12), 3689-3746 (2001-12-13)
Li Zhang et al.
Journal of the American Chemical Society, 127(46), 15998-15999 (2005-11-17)
Cp*RuCl(PPh3)2 is an effective catalyst for the regioselective "fusion" of organic azides and terminal alkynes, producing 1,5-disubstituted 1,2,3-triazoles. Internal alkynes also participate in this catalysis, resulting in fully substituted 1,2,3-triazoles.

Articles

Introduction to Click Chemistry

Click chemistry is an approach to the synthesis of drug-like molecules that can accelerate the drug discovery process by using a few practical and reliable reactions.

Introduction to Click Chemistry

Click chemistry is an approach to the synthesis of drug-like molecules that can accelerate the drug discovery process by using a few practical and reliable reactions.

Introduction to Click Chemistry

Click chemistry is an approach to the synthesis of drug-like molecules that can accelerate the drug discovery process by using a few practical and reliable reactions.

Introduction to Click Chemistry

Click chemistry is an approach to the synthesis of drug-like molecules that can accelerate the drug discovery process by using a few practical and reliable reactions.

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