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Bis(triphenylphosphine)palladium dichloride - Pd 15.2%, high purity , CAS No.13965-03-2

  • Pd 15.2%
Item Number
D109544
Grouped product items
SKUSizeAvailabilityPrice Qty
D109544-1g
1g
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$46.90
D109544-5g
5g
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$184.90
D109544-10g
10g
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Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$331.90
D109544-25g
25g
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Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$744.90
D109544-100g
100g
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Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$2,383.90

Basic Description

Synonyms13965-03-2|Dichlorobis(triphenylphosphine)palladium(II)|bis(triphenylphosphine)palladium(ii) chloride|Bis(triphenylphosphine)palladium(II) dichloride|MFCD00009593|PDCL2(PPH3)2|trans-dichlorobis(triphenylphosphine)palladium(ii)|bis(triphenylphosphine)palla
Specifications & PurityPd 15.2%
Storage TempArgon charged
Shipped InNormal
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)

Names and Identifiers

Pubchem Sid488195681
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488195681
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
InChi Key YNHIGQDRGKUECZ-UHFFFAOYSA-L
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
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

Certificate of Analysis(COA)

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14 results found

Lot NumberCertificate TypeDateItem
J2122485Certificate of AnalysisJul 07, 2023 D109544
B2317720Certificate of AnalysisFeb 24, 2023 D109544
B2317738Certificate of AnalysisFeb 24, 2023 D109544
B2317644Certificate of AnalysisFeb 22, 2023 D109544
B2317650Certificate of AnalysisFeb 22, 2023 D109544
B2317676Certificate of AnalysisFeb 22, 2023 D109544
B2317723Certificate of AnalysisFeb 22, 2023 D109544
D2412065Certificate of AnalysisFeb 22, 2023 D109544
K2317115Certificate of AnalysisFeb 22, 2023 D109544
L2213493Certificate of AnalysisDec 26, 2022 D109544
J2221142Certificate of AnalysisOct 28, 2022 D109544
J2221144Certificate of AnalysisOct 28, 2022 D109544
J2221148Certificate of AnalysisOct 28, 2022 D109544
J2221155Certificate of AnalysisOct 28, 2022 D109544

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Chemical and Physical Properties

SolubilityYellow. Insoluble in water. Soluble in toluene and benzene, slightly soluble in acetone and chloroform.
SensitivityMoisture & Heat sensitive
Melt Point(°C)297-298°C

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H413:May cause long lasting harmful effects to aquatic life

H302:Harmful if swallowed

H317:May cause an allergic skin reaction

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P273:Avoid release to the environment.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P270:Do not eat, drink or smoke when using this product.

P272:Contaminated work clothing should not be allowed out of the workplace.

P333+P313:IF SKIN irritation or rash occurs: Get medical advice/attention.

P362+P364:Take off contaminated clothing and wash it before reuse.

P330:Rinse mouth.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P301+P317:IF SWALLOWED: Get medical help.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

WGK Germany 3
Reaxy-Rn 13172189

Related Documents

References

1. Alison B Lemay, Katarina S Vulic, William W Ogilvie,.  (2006-04-22)  Single-isomer tetrasubstituted olefins from regioselective and stereospecific palladium-catalyzed coupling of beta-chloro-alpha-iodo-alpha,beta-unsaturated esters..  The Journal of organic chemistry,  71  ((9)): ( 3615-3618 ).  [PMID:16626150]

Solution Calculators