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338370

Sigma-Aldrich

Pentamethylcyclopentadienylrhodium(III) chloride dimer

97%

Synonym(s):

1,3-Cyclopentadiene, 1,2,3,4,5-pentamethyl-, rhodium complex, Bis(dichloro(pentamethylcyclopentadienyl)rhodium), Bis(pentamethylcyclopentadienylrhodium dichloride), Dichloro(pentamethylcyclopentadienyl)rhodium(II) dimer, Tetrachlorobis(pentamethylcyclopentadienyl)dirhodium

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About This Item

Linear Formula:
[Rh(C5Me5)Cl2]2
CAS Number:
12354-85-7
Molecular Weight:
618.08
MDL number:
MFCD00061552
UNSPSC Code:
12161600
PubChem Substance ID:
24860540
NACRES:
NA.22

Assay

97%

form

solid

reaction suitability

core: rhodium
reaction type: C-H Activation
reagent type: catalyst
reaction type: C-Mannosylation

SMILES string

Cl[Rh]Cl.Cl[Rh]Cl.C[C]1[C](C)[C](C)[C](C)[C]1C.C[C]2[C](C)[C](C)[C](C)[C]2C

InChI

1S/2C10H15.4ClH.2Rh/c2*1-6-7(2)9(4)10(5)8(6)3;;;;;;/h2*1-5H3;4*1H;;/q;;;;;;2*+2/p-4

InChI key

QNIVKTTWBMFSBR-UHFFFAOYSA-J

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Application

Umicore Precatalysts for Asymmetric and Cross-Coupling Catalysis

Catalyst for:
  • Oxidative olefination reactions
  • C-C bond cleavage of secondary alcohols
  • Ortho C-H olefination of phenol derivatives
  • Oxidative annulation of pyridines
  • Oxidative ortho-acylation of benzamides with aldehydes via direct functionalization of the sp2 C-H bond
  • Amidation reactions
  • Reductive alkylation reactions
Pentamethylcyclopentadienylrhodium(III) chloride dimer can be used as a catalyst for:
  • Oxidative olefination reactions
  • C-C bond cleavage of secondary alcohols
  • Ortho C-H olefination of phenol derivatives
  • Oxidative annulation of pyridines
  • Oxidative ortho-acylation of benzamides with aldehydes via direct functionalization of the sp2 C-H bond
  • Amidation reactions
  • Reductive alkylation reactions

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332,H315

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - 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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Pentamethylcyclopentadienylrhodium(III) chloride dimer.
Too P C and Chiba S
e-EROS Encyclopedia of Reagents for Organic Synthesis (2013)
Pentamethylcyclopentadienylrhodium(III) chloride dimer.
Too P C and Chiba S
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2013)
(?5?Pentamethylcyclopentadienyl)Rhodium and ?Iridium Compounds.
White C, et al.
Inorganic Syntheses, 29, 228-234 (2007)

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