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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:
InChI key
SYBXSZMNKDOUCA-UHFFFAOYSA-J
InChI
1S/4C2H4O2.2Rh/c4*1-2(3)4;;/h4*1H3,(H,3,4);;/q;;;;2*+2/p-4
SMILES string
CC(=O)O[Rh]OC(C)=O.CC(=O)O[Rh]OC(C)=O
assay
99.9% trace metals basis
form
powder
reaction suitability
reaction type: C-H Activation, reagent type: catalyst
Quality Level
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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.
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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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)
A Padwa et al.
The Journal of organic chemistry, 66(7), 2414-2421 (2001-04-03)
Ammonium ylides derived from the Cu(II)-catalyzed decomposition of alpha-diazo carbonyls tethered to tertiary amines underwent a benzylic Stevens [1,2]-rearrangement to give tetrahydroisoquinolines or benzazepines containing fused five-membered rings, a feature found in the cephalotaxus alkaloids. Model studies were also carried
Yu Qian et al.
The Journal of organic chemistry, 75(21), 7483-7486 (2010-10-14)
A new approach to synthesize optically active β-amino-α-hydroxyl acid derivatives via chiral Brønsted acid-Rh(2)(OAc)(4) cocatalyzed three-component reactions of diazo acetates with alcohols and imines is reported. A matched reaction system was identified to give the products in moderate diastereoselectivity and
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
DNA cleavage by photogenerated Rh(2)(O(2)CCH(3))(4)(H(2)O)(2)(+).
P K Fu et al.
Inorganic chemistry, 40(11), 2476-2477 (2001-05-15)
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