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Merck

482285

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
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12352103
EC Number:
240-084-8
MDL number:
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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.

pictograms

Exclamation mark

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)
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)
T Yakura
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 120(12), 1309-1322 (2001-02-24)
This review summarizes novel stereoselective syntheses of 3,4-cis- and 3,4-trans-3-alkyl-4-silyloxycyclopentanones using a dirhodium(II)-catalyzed intramolecular C-H insertion reaction as a key reaction. Treatment of diazoketoesters (20a-e) with 1 mol % of dirhodium(II) tetraacetate gave 2,3-trans-3,4-cis-cyclopentanones (21a-e) as major products. The presence
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
Vânia André et al.
Acta crystallographica. Section C, Crystal structure communications, 64(Pt 10), m345-m348 (2008-10-08)
In this paper, we compare and discuss the very different crystal structures and supramolecular arrangements obtained when using different crystallization solvents with the same organometallic moiety. The new title tetrahydrofuran (THF) solvate, [Rh(2)(C(2)H(3)O(2))(4)(C(27)H(36)N(2))(2)] x 4 C(4)H(8)O, is compared with the

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