Bis(triphenylphosphine)palladium(II) dichloride - ≥98% , CAS No.13965-03-2

CAS: 13965-03-2 Cat. No.: D196276 Molecular Weight: 701.9 Beilstein Registry Number: 4935975 EC Number: 237-744-2 PubChem CID: 6102075

GRADE & PURITY ≥98%

Synonyms

Bis(triphenylphosphine)palladium(II) dichloride, ChemDose(TM) tablets, Loading: 1mumol per tablet | PDCL2(PPH3)2 | 6,6'-((1E,1'E)-(4-Methyl-1,3-phenylene)bis(diazene-2,1-diyl))bis(4-methylbenzene-1,3-diamine) | Dichlorobis(triphenylphosphine)palladium(II)

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

Application

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.It is employed as catalyst for the Heck reaction medium.
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.It is employed as catalyst for the Heck reaction medium.
Palladium-catalyzed coupling of iodo-α-β-unsaturated esters to afford tetrasubstituted olefins

Product class

M-P, Homogeneous Catalysts, Monodentate Ligands, Phosphorus Ligands - Achiral

Reaction type

Cross Coupling Reactions with Arenes, Carbonylation, Mizoroki Heck Coupling Reaction, Sonogashira-Hagihara Coupling Reaction, Stille Reaction, Cyclization, Oxidation, Reduction

Chemical properties

Chemical formula

C36H30Cl2P2Pd

Empirical formula

[Pd(PPh3)2Cl2]

Molecular weight

701.91

Metal

Pd

Theoretical metal content

15

Physical state

powder

Color

yellow

Applications & references

Synthesis of the pyrazolopyridinone-based p38 mitogen-activated protein kinase inhibitor including a Suzuki coupling reaction. p38 MAP kinases are intercellular serine/threonine kinases which certainly regulate the production and action of several pro-inflammatory mediators. They are also involved in disease states such as rheumatoid arthritis, Crohn’s diseases and psoriasis.

Reference: Org. Proc. Res. Dev. 2011, 15, 31. (DOI: 10.1021/op100205s)

Mild and effective direct palladium catalyzed C-H alkynylation of electron-rich heterocycles.

Synthesis of spiro-indane-oxindoles with a tandem Heck / C-H functionalization.

Reference: Angew. Chem. Int. Ed. 2008, 47, 4711. (DOI: 10.1002/anie.200800549)

Palladium catalyzed intermolecular decarboxylative coupling in the presence of reactive C-H groups.

Reference: J. Org. Chem. 2010, 75, 1550. (DOI: 10.1021/jo9022793)

High yielding Palladium catalyzed C-H arylation of electron-enriched heteroarenes with aryl bromides.

Reference: J. Org. Chem. 2010, 75, 6998. (DOI: 10.1021/jo101433g)

Specifications

Synonyms

Bis(triphenylphosphine)palladium(II) dichloride, ChemDose(TM) tablets, Loading: 1mumol per tablet | PDCL2(PPH3)2 | 6, 6'-((1E, 1'E)-(4-Methyl-1, 3-phenylene)bis(diazene-2, 1-diyl))bis(4-methylbenzene-1, 3-diamine) | Dichlorobis(triphenylphosphine)palladium(II)

Specifications & Purity

≥98%

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.Cl[Pd]Cl
• IUPAC Name: dichloropalladium;triphenylphosphane
• InChIKey: YNHIGQDRGKUECZ-UHFFFAOYSA-L
• 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
• Isomeric SMILES: C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.C1=CC=C(C=C1)P(C2=CC=CC=C2)C3=CC=CC=C3.Cl[Pd]Cl
• WGK Germany: 3
• PubChem CID: 6102075
• Molecular Weight: 701.9
• Beilstein: 4935975
• Reaxy-Rn: 13172189

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Phenylphosphines and derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Phenylphosphines and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Phenylphosphines and derivatives
• Alternative Parents: Organic phosphines and derivatives Organic transition metal salts Organic metal halides Organopnictogen compounds Organic chloride salts Hydrocarbon derivatives
• Molecular Framework: Not available
• Substituents: Triphenylphosphine - Phenylphosphine - Phosphine - Organic metal halide - Organic transition metal salt - Organopnictogen compound - Hydrocarbon derivative - Organic chloride salt - Organic salt - Organophosphorus compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylphosphines and derivatives. These are compounds containing a phenylphosphine, which consists of phosphine substituent bound to a phenyl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Insoluble in water. Soluble in benzene, and toluene.
• Sensitivity: Moisture & Air & light & Heat sensitive
• Melt Point(°C): 297-298°C
• Molecular Weight: 701.900 g/mol
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 700.023 Da
• Monoisotopic Mass: 700.023 Da
• Topological Polar Surface Area: 0.000 Ų
• Heavy Atom Count: 41
• Formal Charge: 0
• Complexity: 204.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 3

XLogP3

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