Skip to Content
Merck
CN
All Photos(2)

Documents

709042

Sigma-Aldrich

CX31

Umicore, 95%

Sign Into View Organizational & Contract Pricing
All Photos(2)
Synonym(s):
Chlorophenylallyl[1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene]palladium (II), [1,3-Bis(2,6-diisopropylphenyl)imidazol-2-ylidene]chloro[3-phenylallyl]palladium(II)
Empirical Formula (Hill Notation):
C36H45ClN2Pd
CAS Number:
884879-23-6
Molecular Weight:
647.63
MDL number:
MFCD11045095
UNSPSC Code:
12352300
PubChem Substance ID:
329762845
NACRES:
NA.22

Quality Level

100

Assay

95%

form

powder

reaction suitability

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: Cross Couplings
reaction type: Heck Reaction
reaction type: Hiyama Coupling
reaction type: Negishi Coupling
reaction type: Sonogashira Coupling
reaction type: Stille Coupling
reaction type: Suzuki-Miyaura Coupling
reagent type: catalyst

mp

205-208 °C

SMILES string

[CH2][CH][CH]c1ccccc1.CC(C)c2cccc(C(C)C)c2N3C=CN(\C3=[Pd]/Cl)c4c(cccc4C(C)C)C(C)C

InChI

1S/C27H36N2.C9H9.ClH.Pd/c1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8;1-2-6-9-7-4-3-5-8-9;;/h9-16,18-21H,1-8H3;2-8H,1H2;1H;/q;;;+1/p-1

InChI key

RWGNZUQSYXTZIX-UHFFFAOYSA-M

Related Categories

Application

  • Catalyst for Suzuki coupling (eq. 1)
  • Catalyst for Buchwald-Hartwig amination reaction (eq. 2)
Catalyst for:
  • Suzuki-Miyaura couplings
  • Buchwald-Hartwig couplings

Legal Information

Product of Umicore

Additional information available at www.pmc.umicore.com

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Nicolas Marion et al.
Journal of the American Chemical Society, 128(12), 4101-4111 (2006-03-23)
A series of (NHC)Pd(R-allyl)Cl complexes [NHC: IPr = N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene, SIPr = N,N'-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene; R = H, Me, gem-Me2, Ph] have been synthesized and fully characterized. When compared to (NHC)Pd(allyl)Cl, substitution at the terminal position of the allyl scaffold favors a more
Oscar Navarro et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(19), 5142-5148 (2006-04-22)
The use of second-generation [(NHC)Pd(R-allyl)Cl] complexes for Suzuki-Miyaura and Buchwald-Hartwig cross-coupling reactions involving heteroaromatic halides at room temperature is reported. The first examples of room temperature Suzuki-Miyaura cross-coupling of deactivated aryl chlorides with alkenyl boronic acids are also disclosed. Terminal
Bruce H Lipshutz et al.
Organic letters, 10(7), 1333-1336 (2008-03-14)
Use of a dilute aqueous solution containing a nonionic amphiphile allows efficient Suzuki-Miyaura cross-couplings of arylboronic acids with a wide array of aryl halides and pseudohalides, including sterically hindered and lipophilic substrates, in most cases at room temperature.

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