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227951

Sigma-Aldrich

Chloro(1,5-cyclooctadiene)rhodium(I) dimer

greener alternative

98%

Synonym(s):

1,5-Cyclooctadienerhodium(I) chloride dimer, Bis(1,5-cyclooctadiene)dirhodium(I) dichloride, Di-μ-chlorobis[(1,2,5,6-η)-1,5-cyclooctadiene]dirhodium, Rhodium(I) chloride 1,5-Cyclooctadiene complex dimer, [Rh(COD)Cl]2

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About This Item

Empirical Formula (Hill Notation):
C16H24Cl2Rh2
CAS Number:
Molecular Weight:
493.08
EC Number:
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

reaction suitability

core: rhodium
reagent type: catalyst

greener alternative product characteristics

Catalysis
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sustainability

Greener Alternative Product

mp

243 °C (dec.) (lit.)

greener alternative category

SMILES string

Cl[Rh].Cl[Rh].C1CC=CCCC=C1.C2CC=CCCC=C2

InChI

1S/2C8H12.2ClH.2Rh/c2*1-2-4-6-8-7-5-3-1;;;;/h2*1-2,7-8H,3-6H2;2*1H;;/q;;;;2*+1/p-2/b2*2-1-,8-7-;;;;

InChI key

QSUDXYGZLAJAQU-MIXQCLKLSA-L

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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Find details here.

Application

Catalyst for coupling 1,3-dienes with activated hydrocarbons and for preparing chiral complexes.
Catalyst for oxygenative addition to terminal alkynes for a greener synthesis esters, amides, and carboxylic acids.

Rhodium-Catalyzed Oxygenative Addition to Terminal Alkynes for the Synthesis of Esters, Amides, and Carboxylic Acids

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Pure and Applied Chemistry. Chimie Pure Et Appliquee, 66, 1509-1509 (1994)
Tetrahedron Asymmetry, 4, 2279-2279 (1993)
Fung Kei Cheung et al.
Organic & biomolecular chemistry, 5(7), 1093-1103 (2007-03-23)
A series of catalysts have been prepared for use in the asymmetric transfer hydrogenation of ketones. The complexes were prepared using a [4 + 2] cycloaddition reaction at a key step in the reaction sequence. This provides a means for

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