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About This Item
Linear Formula:
Rh2(OOCCH3)4
CAS Number:
Molecular Weight:
441.99
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
EC Number:
240-084-8
MDL number:
assay
99.9% trace metals basis
form
powder
reaction suitability
reaction type: C-H Activation, reagent type: catalyst
SMILES string
CC(=O)O[Rh]OC(C)=O.CC(=O)O[Rh]OC(C)=O
InChI
1S/4C2H4O2.2Rh/c4*1-2(3)4;;/h4*1H3,(H,3,4);;/q;;;;2*+2/p-4
InChI key
SYBXSZMNKDOUCA-UHFFFAOYSA-J
General description
Rhodium(II) acetate dimer is a well-defined, air-stable organometallic complex widely recognized for its unique paddlewheel structure and exceptional catalytic properties. As a versatile catalyst, it plays a pivotal role in synthetic chemistry, particularly in C–H activation, carbene transfer, and cyclopropanation reactions. Its solubility in organic solvents and robust reactivity profile make it a valuable tool for homogeneous catalysis, fine chemical synthesis, and pharmaceutical development. Additionally, its use as a precursor in solution-based processes and potential in vapor deposition techniques is being explored for advanced material fabrication.
Application
Catalyst for Rh-mediated C-H activation
Effective catalyst for ylide formation.
Rhodium(II) acetate dimer can be used as:
- A precursor for solution-based synthesis of rhodium-containing nanomaterials and thin films, for the use in vapor deposition and surface modification for catalysis and electronic applications.
- A highly selective catalyst for C–H activation and functionalization reactions, enabling direct modification of unactivated C–H bonds for the efficient synthesis of complex molecules, including natural products and pharmaceuticals.
- A catalyst for metal-carbene and nitrene transfer reactions, facilitating cyclopropanation, C–H amination, and ylide formation with high stereocontrol and functional group tolerance.
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Articles
Discover how elemental impurities affect API synthesis and how our ultra high purity salts and catalysts help overcome key contamination challenges.
Rhodium carbenoid mediated C-H activation of a tertiary methyl group: an enantiospecific approach to the angular triquinanes norsilphiperfolane and norcameroonanes
Srikrishna, A.; et al.
Synlett, 16, 2343-2346 (2011)
Jaroslav V Burda et al.
Journal of inorganic biochemistry, 102(1), 53-62 (2007-08-19)
In our study, we have determined the thermodynamic behavior for the replacement reaction of one and two acetyl-ligands from the diaqua-tetrakis(mu-acetylato)dirhodium(II,II) complex by purine DNA bases. The complexes were optimized at the density functional theory (DFT) level with the B3LYP
Mijeong Kang et al.
Biochemistry, 47(8), 2265-2276 (2008-02-01)
The 2D NMR analysis in solution of the DNA duplex d(CTCTC*A*ACTTCC).d(GGAAGTTGAGAG) binding to the dirhodium unit cis-[Rh2(mu-O2CCH3)2(eta1-O2CCH3)]+ showed that an unprecedented intrastrand adduct, dsII, is formed with the dirhodium unit cross-linking in the major groove residues C5 and A6 (indicated
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 482285-250MG | 04061833606803 |
| 482285-1G | 04061826750995 |
