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Merck
CN

482285

Sigma-Aldrich

Rhodium(II) acetate dimer

99.9% trace metals basis

Synonym(s):

Dirhodium tetraacetate, Tetrakis(acetato)dirhodium(II)

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About This Item

Linear Formula:
Rh2(OOCCH3)4
CAS Number:
Molecular Weight:
441.99
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23
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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

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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.

Pictograms

Exclamation mark

Signal Word

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

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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)
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
Dirk V Deubel
Journal of the American Chemical Society, 130(2), 665-675 (2007-12-19)
The cause of mutations in the genome by the occurrence of nuclebases in their rare tautomeric forms was first proposed by Watson and Crick in 1953. Since this pioneering proposal, tremendous experimental and theoretical research efforts have aimed to elucidate
J R Rubin et al.
Journal of biomolecular structure & dynamics, 2(3), 525-530 (1984-12-01)
A crystalline complex of yeast tRNA(phe) and dirhodium tetraacetate (DRTA) was prepared and its X-ray structure determined. The bifunctional DRTA forms an intermolecular cross-link between the N(1) position of adenine A36 in the anticodon triplet and possibly a ribose hydroxyl
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

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