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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

Quality Level

100

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ0856
MKCQ0036
MKCP5327
MKCN9634
MKCL3345

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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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