MilliporeSigma
All Photos(4)

Documents

686891

Sigma-Aldrich

Chiralyst P618

Umicore

Sign Into View Organizational & Contract Pricing

Synonym(s):
Pentamethylcyclopentadienylrhodium(III) chloride dimer, Di(μ-chloro)dichlorobis(pentamethylcyclopentadiene)dirhodium(III), 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
Linear Formula:
[Rh(C5Me5)Cl2]2
CAS Number:
Molecular Weight:
618.08
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

form

powder

reaction suitability

core: rhodium
reaction type: Cross Couplings
reagent type: catalyst
reaction type: C-H Activation

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

Looking for similar products? Visit Product Comparison Guide

Compare Similar Items

View Full Comparison

Show Differences

1 of 4

This Item
683167683213683132
Chiralyst P618 Umicore

686891

Chiralyst P618

Chiralyst P461 Umicore

683167

Chiralyst P461

Chiralyst P612 Umicore, 97%

683213

Chiralyst P612

Chiralyst P493 Umicore, 98%

683132

Chiralyst P493

form

powder

form

powder

form

powder

form

crystals

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:
  • The synthesis of multiaryl substituted naphthols via dual C-H bond functionalization of 2-aryloxypyridines.
  • Regioselective C-N bond formation of azo compounds, wherein azide acts as a nitrogen source.
  • Annulation of N-benzoylsulfonamide with isocyanide via C-H bond activation.

Legal Information

Product of Umicore

Additional information available at www.pmc.umicore.com

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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’.

Already Own This Product?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Rhodium-Catalyzed Synthesis of Multiaryl-substituted Naphthols via a Removable Directing Group
Wang L, et al.
Advanced Synthesis & Catalysis, 359(21), 3818-3825 (2017)
Rhodium-Catalyzed Direct ortho C-N Bond Formation of Aromatic Azo Compounds with Azides
Wang H, et al.
The Journal of Organic Chemistry, 79(7), 3279-3288 (2014)
Rhodium-Catalyzed Synthesis of Multiaryl-substituted Naphthols via a Removable Directing Group
Wang L, et al.
advanced synthesis and catalysis, 359(21), 3818-3825 (2017)
Rhodium-Catalyzed Annulation of N-Benzoylsulfonamide with Isocyanide through C-H Activation
Zhu C, et al.
Chemistry?A European Journal , 17(45), 12591-12595 (2011)

Articles

We are happy to offer a series of precatalysts for asymmetric catalysis and Pd based cross coupling catalysis. Our partnership with Umicore allows us to offer a portfolio of metal complexes with batch-to-batch consistency for a plethora of catalytic reactions.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service