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683108

Sigma-Aldrich

Chiralyst P310

Umicore, 99%

Synonym(s):

(Acetylacetonato)(1,5-cyclooctadiene)rhodium(I), Acetylacetonato(1,5-cyclooctadiene)rhodium(I), Rh(acac)(COD)

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About This Item

Empirical Formula (Hill Notation):
C13H19O2Rh
CAS Number:
Molecular Weight:
310.19
MDL number:
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

solid

reaction suitability

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

mp

138-140 °C (lit.)

SMILES string

CC(=O)\C=C(\C)O[Rh].C1CC=CCCC=C1

InChI

1S/C8H12.C5H8O2.Rh/c1-2-4-6-8-7-5-3-1;1-4(6)3-5(2)7;/h1-2,7-8H,3-6H2;3,6H,1-2H3;/q;;+1/p-1/b2-1-,8-7-;4-3-;

InChI key

TVGPAHONTUMCNP-DWVXZKBMSA-M

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Application

Catalyst/precursor for enantioselective/asymmetric hydrogenations, isomerization/hydroformylations, carbozincation reactions, and silylation of aryl electrophiles

Legal Information

Product of Umicore

Additional information available at www.pmc.umicore.com

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Pictograms

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Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Yonehara, K.; Hashizume, T. et al.
The Journal of Organic Chemistry, 64, 5598-5598 (1999)
New Phosphorus Ligands for the Rhodium-Catalyzed Isomerization/Hydroformylation of Internal Octenes.
Detlef Selent et al.
Angewandte Chemie (International ed. in English), 40(9), 1696-1698 (2001-05-16)
Benoit Gourdet et al.
Journal of the American Chemical Society, 131(11), 3802-3803 (2009-03-04)
A new rhodium-catalyzed carbozincation of ynamides has been developed, using diorganozinc reagents or functionalized alkylzinc halides. The reactions are highly regio- and stereoselective, allowing access to a wide range of multisubstituted enamides, which are increasingly important building blocks for organic
G Sava et al.
Chemico-biological interactions, 45(1), 1-6 (1983-07-01)
The effects of square planar rhodium, [RhacacCOD]o and iridium, [IracacCOD]o complexes and of octahedral ruthenium, [cis-RuCl2 (DMSO)4]o complex have been examined in comparison with cis-dichlorodiammino platinum(II) (cis-PDD). The toxicity in BDF1 mice varies widely and decreasing LD50-values, ranging from 0.94

Articles

Precatalysts for asymmetric catalysis offer batch-to-batch consistency in a range of catalytic reactions, supporting diverse research needs.

Precatalysts for asymmetric catalysis offer batch-to-batch consistency in a range of catalytic reactions, supporting diverse research needs.

Precatalysts for asymmetric catalysis offer batch-to-batch consistency in a range of catalytic reactions, supporting diverse research needs.

Precatalysts for asymmetric catalysis offer batch-to-batch consistency in a range of catalytic reactions, supporting diverse research needs.

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