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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

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.

Application

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Tetrahedron Letters, 48, 1147-1147 (2007)
Doyle, M. P.
Chemical Reviews, 86, 919-919 (1986)
Shifa Zhu et al.
Organic letters, 6(3), 377-380 (2004-01-30)
[reaction: see text] Rh(2)(OAc)(4) catalyzed the formation of exclusively trans fluorinated alkenes from aldehydes and pentafluorobenzaldehyde tosylhydrazone salts, which were readily prepared from pentafluorobenzaldehyde using the Bamford-Stevens reaction. A series of pentafluorophenyl-containing alkenes were synthesized from aldehydes in moderate to
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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