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Merck
CN

CN412740

Bis(triphenylphosphine)palladium(II) dichloride

Synonym(s):

Dichlorobis(triphenylphosphine)palladium(II), Palladium(II)bis(triphenylphosphine) dichloride, PdCl2(PPh3)2

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About This Item

Linear Formula:
[(C6H5)3P]2PdCl2
CAS Number:
13965-03-2
Molecular Weight:
701.90
UNSPSC Code:
12161600
NACRES:
NA.22
PubChem Substance ID:
24865821
MDL number:
MFCD00009593
Beilstein/REAXYS Number:
4935975

Key Documents

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InChI

1S/2C18H15P.2ClH.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*1-15H;2*1H;/q;;;;+2/p-2

SMILES string

Cl[Pd]Cl.c1(P(c2ccccc2)c3ccccc3)ccccc1.c4(P(c5ccccc5)c6ccccc6)ccccc4

InChI key

YNHIGQDRGKUECZ-UHFFFAOYSA-L

form

solid

reaction suitability

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

Quality Level

200

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Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions
Application Guide for Palladium Catalyzed Cross-Coupling Reactions Bis(triphenylphosphine)palladium(II) dichloride was employed in the following studies:
  1. As model catalyst for the evaluation of functionalized silica′s for the adsorptive recovery of homogeneous catalysts, via its interaction with metal centre.[5]
  2. As catalyst in the synthesis of diphenylacetylene.[6]
  3. One-pot synthesis of furoquinolines, via Pd-catalyzed Sonogashira coupling followed by Cu(I) catalyzed ring closure.[7]
  4. Catalyst for Sonogashira coupling of aryl alkynes to 2-bromothiazole and 2-bromothiophene.[1]

General description

Bis(triphenylphosphine)palladium(II) dichloride is an organometallic complex. It is an efficient cross-coupling catalyst for C-C coupling reaction, such as Negishi coupling, Suzuki coupling, Sonogashira coupling and Heck coupling reaction.Detection of bis(triphenylphosphine)palladium(II) dichloride by electrospray ionization quadrupole ion trap mass spectrometry using different imidazolium salts as the charge carrier has been reported.[3] It is employed as catalyst for the Heck reaction medium.[4]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317,H413

Hazard Classifications

Aquatic Chronic 4 - Skin Sens. 1A

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7714V

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