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683183

Sigma-Aldrich

CARAC

Umicore, 98%

Synonym(s):

Dicarbonyl-acetylacetonato-rhodium(I), (Acetylacetonato)dicarbonylrhodium(I), Dicarbonylrhodium(I) 2,4-pentanedionate, Rh(CO)2acac, Rhodium(I) dicarbonyl acetylacetonate

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About This Item

Linear Formula:
Rh(CO)2(C5H7O2)
CAS Number:
14874-82-9
Molecular Weight:
258.03
EC Number:
238-947-9
MDL number:
MFCD00009884
UNSPSC Code:
12161600
PubChem Substance ID:
329760803
NACRES:
NA.22

Assay

98%

form

solid

reaction suitability

core: rhodium
reagent type: catalyst

mp

154-156 °C (lit.)

SMILES string

[C-]#[O+].[C-]#[O+].CC(=O)\C=C(\C)O[Rh]

InChI

1S/C5H8O2.2CO.Rh/c1-4(6)3-5(2)7;2*1-2;/h3,6H,1-2H3;;;/q;;;+1/p-1/b4-3-;;;

InChI key

BZCAWKOPWNIDOC-FGSKAQBVSA-M

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Application

Umicore Precatalysts for Asymmetric and Cross-Coupling Catalysis

Catalyst for various carbonylation reactions, silylcarbocyclizations,conjugate additions to enones, carbamoylstannation,and reduction of aromatic nitro compounds

Legal Information

Product of Umicore

Additional information available at www.pmc.umicore.com

Signal Word

Danger

Hazard Statements

H228,H301,H317,H319,H411

Hazard Classifications

Acute Tox. 3 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - Flam. Sol. 1 - Skin Sens. 1

Supplementary Hazards

EUH044

Storage Class Code

4.1B - Flammable solid hazardous materials

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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Breit, B.; Seiche, W.,
Synthesis, 1-1 (2001)
D Bonafoux et al.
Organic letters, 3(9), 1303-1305 (2001-05-12)
[reaction in text] Desymmetrization of dimethylsilyloxyalkadiynes (1) by Rh-catalyzed intramolecular silylformylation affords 5-exo-(formylmethylene)oxasilacyclopentanes 2 in high yields. Novel sequential double silylformylation of 1a also provides desymmetrization, giving 3-(3-silyl-2-formylprop-2-enyl)-5-exo-(formylmethylene)oxasilacyclopentanes 4 in excellent yields. Reduction of 2a and 4 with NaBH(4) gives
Ojima, I.; Lee, S.-Y.
Journal of the American Chemical Society, 122, 2385-2385 (2000)
K A Merchant et al.
Physical review letters, 86(17), 3899-3902 (2001-05-01)
2D spectrally resolved ultrafast (<200 fs) IR vibrational echo experiments were performed on Rh(CO)(2)acac [(acetylacetonato)dicarbonylrhodium (I)]. The 2D spectra display features that reflect the 0-1 and 1-2 transitions and the combination band transition of the symmetric (S) and antisymmetric (A)
Andrei V Pakoulev et al.
The journal of physical chemistry. A, 112(28), 6320-6329 (2008-06-25)
Triply vibrationally enhanced four-wave mixing spectroscopy is employed to observe vibrational coherence transfer between the asymmetric and symmetric CO-stretching modes of rhodium(I) dicarbonyl acetylacetonate (RDC). Coherence transfer is a nonradiative transition of a coherent superposition of quantum states to a

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