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209058

Sigma-Aldrich

Rhodium(II) acetate dimer

powder

Synonym(s):

Rh2(OAc)4, 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
EC Number:
240-084-8
MDL number:
MFCD00003538
UNSPSC Code:
12161600
PubChem Substance ID:
24852229
NACRES:
NA.22
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form

powder

Quality Level

200

reaction suitability

core: rhodium
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 an effective catalyst for carbenoid reactions, hydrocarbon oxidation, hydroboration, and nitrene reactions.[1]

Application

Effective catalyst for ylide formation.
Homogeneous catalyst.[2]
Used in an efficient synthesis of ß-hydroxy-α-arylacrylates involving the decomposition of diazoetster intermediates with concomitant 1,2-arylmigration.[3]

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Precautionary Statements

P302 + P352 - P305 + P351 + P338

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCS7908
MKCS0103
MKCQ9298
MKCS6667
MKCR1777

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Sugimura, T.; Mori, A.
Tetrahedron Asymmetry, 14, 881-881 (2003)
Aldrichimica Acta, 15, 13-13 (1982)
Dirhodium(II) Tetraacetate
Michael P, et al.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Catalytic enantioselective C-H activation by means of metal-carbenoid-induced C-H insertion.
Huw M L Davies et al.
Chemical reviews, 103(8), 2861-2904 (2003-08-14)
Zhaohui Qu et al.
The Journal of organic chemistry, 69(1), 217-219 (2004-01-03)
The relative rate constants for the Rh(II)-catalyzed insertion of diazoacetone into the O-H bond have been measured through intermolecular competitions. The kinetic data were subjected to Hammett correlation analysis, and mechanistic implication of the results with respect to a stepwise
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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    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/449/386/product-dating-information-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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