Rhodium(II) acetate dimer

Rhodium(II) acetate dimer Basic information
Product Name:Rhodium(II) acetate dimer
Synonyms:tetrakis-(mu-acetato)dirhodium;Rhodium(Ⅱ) acetate dimer ,99% [anhydrous, 46% Rh];Rhodium(II) acetate dimer dihydrate,Dirhodium tetraacetate, Tetrakis(acetato)dirhodium(II);Rhodium(II) acetate dimer,Dirhodium tetraacetate, Tetrakis(acetato)dirhodium(II);tetrakis[mu-(acetato-O:O')]dirhodium;RHODIUM(II) ACETATE DIMER, POWDER;RHODIUM(II) ACETATE DIMER, 99.99+% METALS BASIS;RhodiuM(II) acetate diMer, anhydrous, ca 46% Rh 1GR
CAS:15956-28-2
MF:C8H12O8Rh2
MW:441.99
EINECS:240-084-8
Product Categories:Catalysts for Organic Synthesis;Classes of Metal Compounds;Rh;Homogeneous Catalysts;Metal Complexes;Rh (Rhodium) Compounds;Synthetic Organic Chemistry;Transition Metal Compounds;chemical reaction,pharm,electronic,materials;metal acetate salt
Mol File:15956-28-2.mol
Rhodium(II) acetate dimer Structure
Rhodium(II) acetate dimer Chemical Properties
Melting point 205 °C
storage temp. Inert atmosphere,Room Temperature
solubility Methanol + Water (Slightly)
form powder
color Green to dark green
Water Solubility Soluble in aqueous solution like water. Slightly soluble in ethanol
Hydrolytic Sensitivity0: forms stable aqueous solutions
Exposure limitsACGIH: TWA 0.01 mg/m3
NIOSH: IDLH 2 mg/m3; TWA 0.001 mg/m3
Stability:Hygroscopic
InChIKeyANSVJOOIUURYRN-UHFFFAOYSA-N
Safety Information
Hazard Codes Xi
Risk Statements 36/38
Safety Statements 37/39-26-15
WGK Germany 3
RTECS VI9361000
TSCA No
HS Code 28439000
MSDS Information
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ACROS English
SigmaAldrich English
ALFA English
Rhodium(II) acetate dimer Usage And Synthesis
Chemical PropertiesRhodium(II) acetate dimer is Emerald Green Powder. Soluble in methanol. It is soluble in water, while the relative solubility of copper acetate in water is small.
Rhodium(II) acetate dimer
UsesRhodium (II) Acetate Dimer is a effective catalyst for ylide formation and it is also catalyst for cyclopropanation of alkenes, oxidation of alcohols, cyclization reactions involving -diazo carbonyl groups, insertion into C-H and X-H bonds (X-H is NH or SH or OH). More reactive and useful in differentiating ribonucleosides and deoxynucleosides. It is also used in functionalizing fullerenes into polymers. Efficient catalyst for hydrogen transfer from 2-propanol to cyclohexanone and other unsaturated compounds.
ApplicationRhodium (II) Acetate Dimer is used in the preparation of molybdenum triisopropylbenzoate isonicotinate which maintains ambivalent properties.
PreparationRhodium(II) acetate dimer synthesis: A suspension of 10.0g. of Rh(OH)3.H20 in 400 ml. of glacial acetic acid dissolved upon refluxing for 18 hr. to give a deep emerald-green solution. Most of the acetic acid was evaporated on a steam bath; remaining traces mere removed by heating the residue at 120° for 1hr. The residue was then extracted with boiling acetone until the extract was colorless rather than bluish green. The extract was quickly passed through a fritted glass filter, concentrated on a steam bath to 1/3 its original volume, and placed in the freezing compartment of a refrigerator for 18hr. The resulting large dark green crystals were collected on a filter, washed with small portions of ice-cold acetone, and dried at 110°. When first collected, the product is the weak adduct [Rh(OOCCH3)2(CH3)2C0]2; however, acetone is lost fairly readily at room temperature and immediately in the drying oven; yield, 6.2g. (48%).
ReactionsCatalyst for insertion into C-H and X-H bonds.
Catalyst for Ylide generation.
Doyle Kirmse Reaction of Allylic Sulfides with Diazoalkane.
Claisen rearrangement.
Epoxides from aldehydes.
Synthesis of aziridines from allylic N-tosyloxycarbamates.
Rh/NHC catalyzed direct intermolecular arylation of C-H bonds.
Chiral Bronsted acid-Rh catalyzed three component reactions of diazo compounds with alcohols and imines.
Rh-catalyzed cyclopropenations of ynamides.
Tandem asymmetric aza-Darzens/ring-opening reactions.
Reactions of 15956-28-2_1
Reactions of 15956-28-2_2
Reactions of 15956-28-2_3
Purification MethodsDissolve 5g of the salt in boiling MeOH (ca 600mL) and filter. Concentrate it to 400mL and chill overnight at ca 0o to give dark green crystals of the MeOH adduct. Concentration of the mother liquors gives a further crop of [Rh(OAc)2]2.2MeOH. The adduct is then heated at 45o in a vacuum for 2hours (all MeOH is lost) to leave the emerald green crystals of the actetate. [Legzdins et al. J Chem Soc (A) 3322 1970.] Alternatively dissolve the acetate in glacial AcOH and reflux for a few hours to give an emerald green solution. Evaporate most of the AcOH on a steam bath, then heat the residue at 120o/1hour. Extract the residue with boiling Me2CO. Filter, concentrate to half its volume and keep at 0o/18hours. Collect the crystals, wash them with ice cold Me2CO and dry them at 110o. It is soluble in most organic solvents with which it forms adducts including Me3N and Me2S and gives solutions with different colours varying from green to orange and red. [UV: Johnson et al. Inorg Chem 2 960 1963, Beilstein 1 H 124.]
Rhodium(II) acetate dimer Preparation Products And Raw materials
Preparation Products(1R,2R)-N-BOC-1-AMINO-2-PHENYLCYCLOPROPANECARBOXYLIC ACID
ALKYLKETENE DIMER RHODIUM(II) HEXANOATE DIMER TETRAKIS(TRIPHENYLACETATO)DIRHODIUM(II) RHODIUM(II) ACETATE DIMER, HYDRATE DIRHODIUM TETRAKIS[N-PHTHALOYL-(S)-PHENYLALANINATE] ETHYL ACETATE ADDUCT POLYVINYL ACEATE Tetrakis[(R)-(-)-(1-adamantyl)-(N-phthalimido)acetato]dirhodium(II)Rh2(R-PTAD)4 Rhodium(II)acetate,dimer,Premion99.99%(metalsbasis),Rh46.2%min,rhodium(ii) acetate, dimer, premion RHODIUM(II) HEPTAFLUOROBUTYRATE DIMER ACETATE RH2(S-TBSP)4 DIRHODIUM TETRAKIS[N-PHTHALOYL-(S)-TERT-LEUCINATE] BIS(ETHYL ACETATE) ADDUCT DIRHODIUM TETRAKIS[N-PHTHALOYL-(R)-TERT-LEUCINATE] BIS(ETHYL ACETATE) ADDUCT RH2(R-TBSP)4 Tetrakis[(S)-(+)-(1-adamantyl)-(N-phthalimido)acetato]dirhodium(II)Rh2(S-PTAD)4 TETRAKIS[(S)-(-)-N-(P-DODECYLPHENYLSULFONYL)PROLINATO]DIRHODIUM(II) TETRAKIS[(R)-(+)-N-(P-DODECYLPHENYLSULFONYL)PROLINATO]DIRHODIUM(II) DILINOLEIC ACID

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