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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:
12092-47-6
Molecular Weight:
493.08
EC Number:
235-157-6
MDL number:
MFCD00012415
UNSPSC Code:
12161600
PubChem Substance ID:
24853665
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

98%

form

solid

reaction suitability

core: rhodium
reagent type: catalyst

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

243 °C (dec.) (lit.)

greener alternative category

Aligned,

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

Umicore Precatalysts for Asymmetric and Cross-Coupling Catalysis

Efficient and Selective Catalysts for Asymmetric Synthesis
Catalyst for coupling 1,3-dienes with activated hydrocarbons[1] and for preparing chiral complexes.[2][3]
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
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW4506
MKCW8353
MKCX0278
MKCV1407
MKCQ8521

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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
Pure and Applied Chemistry. Chimie Pure Et Appliquee, 66, 1509-1509 (1994)

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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