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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:
15956-28-2
Molecular Weight:
441.99
NACRES:
NA.23
PubChem Substance ID:
24871707
UNSPSC Code:
12352103
EC Number:
240-084-8
MDL number:
MFCD00003538

Key Documents

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Product Name

Rhodium(II) acetate dimer, 99.9% trace metals basis

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

100

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442100209058424889
Rhodium(II) acetate dimer 99.9% trace metals basis

Sigma-Aldrich

482285

Rhodium(II) acetate dimer

Rhodium(II) octanoate, dimer

Sigma-Aldrich

442100

Rhodium(II) octanoate, dimer

Rhodium(II) acetate dimer ≥97%, powder

Sigma-Aldrich

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Rhodium(II) acetate dimer

Rhodium(II) heptafluorobutyrate dimer 97%

Sigma-Aldrich

424889

Rhodium(II) heptafluorobutyrate dimer

assay

99.9% trace metals basis

assay

-

assay

-

assay

97%

form

powder

form

crystalline powder

form

powder

form

powder

reaction suitability

reaction type: C-H Activation

reaction suitability

reaction type: C-H Activation, reagent type: catalyst

reaction suitability

-

reaction suitability

-

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

100

Application

Catalyst for Rh-mediated C-H activation[1]
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.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H315,H319

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCT8441
MKCR6933
MKBW5948V
MKBS7238V
MKBQ1635V

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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)
A Barnea et al.
Journal of inorganic biochemistry, 40(2), 103-110 (1990-10-01)
We have previously demonstrated that hypothalmic slices obtained from adult male rats accumulate 67Cu by two ligand-dependent, saturable processes: a high and low affinity process. To further establish the generality of these uptake processes, we defined the ligand requirements and
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
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
View All Related Papers

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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