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

    Grade & Purity:
  • ≥98%
In stock
Item Number
D196276
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Availability
Price Qty
D196276-1g
1g
3
$59.90
D196276-5g
5g
1
$199.90
D196276-25g
25g
1
$713.90
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Palladium catalyst (83)

Basic Description

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 Temp 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.
Product Description

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)


Taxonomic Classification

Taxonomy Tree

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

Names and Identifiers

IUPAC Name dichloropalladium;triphenylphosphane
INCHI 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
InChIKey YNHIGQDRGKUECZ-UHFFFAOYSA-L
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
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

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

23 results found

Lot Number Certificate Type Date Item
E2509156 Certificate of Analysis Apr 23, 2025 D196276
E2509155 Certificate of Analysis Apr 23, 2025 D196276
E2509157 Certificate of Analysis Apr 23, 2025 D196276
B2512069 Certificate of Analysis Feb 17, 2025 D196276
D2518272 Certificate of Analysis Jul 13, 2024 D196276
D2518273 Certificate of Analysis Jul 13, 2024 D196276
F2421249 Certificate of Analysis May 31, 2024 D196276
F2421250 Certificate of Analysis May 31, 2024 D196276
D2518274 Certificate of Analysis Mar 22, 2024 D196276
A2425013 Certificate of Analysis Nov 28, 2023 D196276
A2426029 Certificate of Analysis Nov 28, 2023 D196276
K2317117 Certificate of Analysis Nov 28, 2023 D196276
E2414014 Certificate of Analysis Nov 28, 2023 D196276
J2311043 Certificate of Analysis Sep 04, 2023 D196276
H2328062 Certificate of Analysis Sep 04, 2023 D196276
B2317765 Certificate of Analysis Dec 12, 2022 D196276
B2317717 Certificate of Analysis Dec 12, 2022 D196276
C2320411 Certificate of Analysis Jun 30, 2022 D196276
F2301030 Certificate of Analysis Jun 30, 2022 D196276
J2221145 Certificate of Analysis Jun 30, 2022 D196276
J2221146 Certificate of Analysis Jun 30, 2022 D196276
C2222024 Certificate of Analysis May 14, 2021 D196276
G2211043 Certificate of Analysis Mar 04, 2021 D196276

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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
XLogP3
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

Solution Calculators

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