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673293

Pentamethylcyclopentadienylbis(triphenylphosphine)ruthenium(II) chloride

greener alternative

solid

Synonym(s):

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

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About This Item

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

Pentamethylcyclopentadienylbis(triphenylphosphine)ruthenium(II) chloride,

form

solid

Quality Level

100

reaction suitability

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

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

128 °C (D)

greener alternative category

Aligned

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

General description

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives. This product falls under category 12 PAP and aligns with the Green Chemistry Principle of Catalysis. It is a versatile catalyst for regioselective 3+2 cycloaddition of azides and alkynes (RuAAC), producing 1,5-disubstituted triazoles. Click here for more information.

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

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ7077
MKCX3602
MKCV8801
MKCR2038
MKCS6094

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Articles

What is Click Chemistry? An Introduction

Explore click chemistry: efficient, high-yield reactions for drug discovery, bioconjugation, and green chemistry with simple conditions and wide applications.

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.
Metal-catalyzed living radical polymerization.
M Kamigaito et al.
Chemical reviews, 101(12), 3689-3746 (2001-12-13)

Global Trade Item Number

SKUGTIN
M-060-1ML04061833976425
M-059-1ML04061833976395
673293-1G04061826700082
673293-250MG04061833483701