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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:
12245-39-5
Molecular Weight:
310.19
MDL number:
MFCD00075046
UNSPSC Code:
12161600
PubChem Substance ID:
329760794
NACRES:
NA.22

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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Related Categories

Application

Umicore Precatalysts for Asymmetric and Cross-Coupling Catalysis
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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

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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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
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)
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

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