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683132

Sigma-Aldrich

Chiralyst P493

Umicore, 98%

Synonym(s):

Chloro(1,5-cyclooctadiene)rhodium(I) dimer, Di(μ-chloro)bis(1,5-cyclooctadiene)dirhodium(I), 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:
12352300
PubChem Substance ID:
329760797
NACRES:
NA.22

Quality Level

100

assay

98%

form

crystals

reaction suitability

core: rhodium
reaction type: Cross Couplings
reagent type: catalyst

mp

216.3-219.2 °C
243 °C (dec.) (lit.)

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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Application

Umicore Precatalysts for Asymmetric and Cross-Coupling Catalysis

Efficient and Selective Catalysts for Asymmetric Synthesis
Chloro(1,5-cyclooctadiene)rhodium(I) dimer ([Rh(COD)Cl]2) can be:
  • Employed for the synthesis of rhodium complex of heterocyclic carbenes (NHCs).
  • Modified and coated on the surface of ferrite magnetic nanoparticles for catalyzing hydroformylation reaction of olefins.
  • Used for the synthesis of triple-layer structure to be used as a ring-opening polymerization catalyst.
  • As an effective catalyst for dehydrogenation of amine-borane adducts (hydrogen storage materials) such as ammonia-borane.

Legal Information

Product of Umicore

Additional information available at www.pmc.umicore.com

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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’.

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Allosteric supramolecular triple-layer catalysts.
Yoon HJ, et al.
Science, 330(6000), 66-69 (2010)
Highly Efficient Colloidal Cobalt-and Rhodium-Catalyzed Hydrolysis of H3N?BH3 in Air.
Clark TJ, et al.
Inorganic Chemistry, 46(18), 7522-7527 (2007)
Magnetic nanoparticles as a catalyst vehicle for simple and easy recycling.
Yoon TJ, et al.
New. J. Chem., 27(2), 227-229 (2003)
Rhodium and iridium complexes of N-heterocyclic carbenes via transmetalation: structure and dynamics.
Chianese AR, et al.
Organometallics, 22(8), 1663-1667 (2003)

Articles

Umicore Precatalysts

We are happy to offer a series of precatalysts for asymmetric catalysis and Pd based cross coupling catalysis. Our partnership with Umicore allows us to offer a portfolio of metal complexes with batch-to-batch consistency for a plethora of catalytic reactions.

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