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Rhodium(II) acetate dimer

Catalog Number
ACM15956282-2
Product Name
Rhodium(II) acetate dimer
Structure
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CAS
15956-28-2
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Synonyms
Tetrakis-(mu-acetato)dirhodium
IUPAC Name
rhodium(2+);tetraacetate;
Molecular Weight
441.99
Molecular Formula
C8H12O8Rh2
Canonical SMILES
CC(=O)[O-].CC(=O)[O-].CC(=O)[O-].CC(=O)[O-].[Rh+2].[Rh+2]
InChI
InChI=1S/4C2H4O2.2Rh/c4*1-2(3)4;/h4*1H3,(H,3,4);/q;2*+2/p-4
InChI Key
SYBXSZMNKDOUCA-UHFFFAOYSA-J
Melting Point
205 °C
Purity
98%
Appearance
Fresh green crystal
Storage
Store below +30°C.
Complexity
25.5
Covalently-Bonded Unit Count
6
Defined Atom Stereocenter Count
0
EC Number
240-084-8
Exact Mass
441.86421
H-Bond Acceptor
8
Heavy Atom Count
18
Monoisotopic Mass
441.86421
Rotatable Bond Count
0
Topological Polar Surface Area
161 Ų
UNII
NK3058Z56X
Application
Rhodium(II) acetate dimer is an emerald green powder known for its high solubility in methanol and moderate solubility in water, surpassing the solubility of copper acetate. It serves primarily as a robust catalyst in various chemical processes. Notably, it catalyzes the formation of ylides and facilitates cyclopropanation of alkenes, oxidation of alcohols, and cyclization reactions involving diazo carbonyl groups. Additionally, this compound specializes in insertion into C-H and X-H bonds, where X can be NH, SH, or OH, and is effective in differentiating between ribonucleosides and deoxynucleosides. It also plays a crucial role in functionalizing fullerenes into polymers and efficiently catalyzes hydrogen transfer from 2-propanol to cyclohexanone and other unsaturated compounds. The dimer's catalytic utility extends to a wide range of reactions including the Doyle-Kirmse reaction, Claisen rearrangement, and the synthesis of aziridines from allylic N-tosyloxycarbamates. Furthermore, it supports Rh/NHC-catalyzed direct intermolecular arylation of C-H bonds and chiral Brønsted acid-Rh catalyzed three-component reactions involving diazo compounds with alcohols and imines. Its applications also cover Rh-catalyzed cyclopropenations of ynamides and tandem asymmetric aza-Darzens/ring-opening reactions. Additionally, Rhodium(II) acetate dimer is employed in synthesizing molybdenum triisopropylbenzoate isonicotinate, a compound noted for its ambivalent properties.
January 28, 2025

Outstanding Catalyst for Advanced Research Applications

Using Rhodium(II) acetate dimer from Alfa Chemistry in our lab for ylide formation and alkene cyclopropanation was effortless. As an emerald green powder, it dissolved efficiently in methanol, enhancing our reaction precision with impressive reliability.

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