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Merck
CN

736635

Bis(tricyclohexylphosphine)palladium(0)

Synonym(s):

Pd(PCy3)2

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About This Item

Empirical Formula (Hill Notation):
C36H66P2Pd
CAS Number:
33309-88-5
Molecular Weight:
667.28
NACRES:
NA.22
PubChem Substance ID:
329765126
UNSPSC Code:
12352300
MDL number:
MFCD01073796

Key Documents

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InChI

1S/2C18H33P.Pd/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h2*16-18H,1-15H2;

SMILES string

[Pd].C1CCC(CC1)P(C2CCCCC2)C3CCCCC3.C4CCC(CC4)P(C5CCCCC5)C6CCCCC6

InChI key

JGBZTJWQMWZVNX-UHFFFAOYSA-N

form

solid

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

87-92 °C

storage temp.

2-8°C

Application

Bis(tricyclohexylphosphine)palladium(0) [Pd(PCy3)2] is a general palladium precatalyst that can be used to catalyze various reactions such as thioesterification of alkynes, alumination of unactivated arenes, direct arylation polycondensation and intramolecular alkane arylation adjacent to amides and sulfonamides.

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP8917
MKCF8965
MKCD2630
MKCD2623
MKBT6271V

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Direct arylation polycondensation for synthesis of optoelectronic materials.
Kuwabara J.
Polymer Journal (2018)
Room temperature catalytic carbon?hydrogen bond alumination of unactivated arenes: mechanism and selectivity.
Hooper T, et al.
Chemical Science, 9, 5435-5440 (2018)
Palladium-catalyzed thioesterification of alkynes with O-methyl S-phenyl thiocarbonate.
Hua R, et al.
Journal of the American Chemical Society, 123(12), 2899-2900 (2001)
Investigation of the mechanism of C (sp3)? H bond cleavage in Pd (0)-catalyzed intramolecular alkane arylation adjacent to amides and sulfonamides.
Rousseaux S, et al.
Journal of the American Chemical Society, 132(31), 10692-10705 (2010)

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