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Merck

76050

Palladium(II) chloride

anhydrous, 60% Pd, solid

Synonym(s):

Dichloropalladium, Palladium dichloride, Palladous chloride

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About This Item

Empirical Formula (Hill Notation):
Cl2Pd
CAS Number:
7647-10-1
Molecular Weight:
177.33
NACRES:
NA.22
PubChem Substance ID:
57652613
UNSPSC Code:
12161600
EC Number:
231-596-2
MDL number:
MFCD00003558

Key Documents

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Product Name

Palladium(II) chloride, anhydrous, 60% Pd basis

InChI key

PIBWKRNGBLPSSY-UHFFFAOYSA-L

InChI

1S/2ClH.Pd/h2*1H;/q;;+2/p-2

SMILES string

Cl[Pd]Cl

form

solid

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, 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

concentration

60% Pd

mp

678-680 °C (lit.)

density

4 g/mL at 25 °C (lit.)

Quality Level

200

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Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Used in the synthesis of semiconducting metal-containing polymers in which the polypyrrole backbone has a conformational energy minimum and is nearly planar.
Palladium(II) chloride can be used to catalyze:
  • Cross-coupling reactions between terminal alkynes and aryl iodides or bromides under modified Sonogashira-Cassar-Heck conditions.
  • Carbonylation of organic tellurides with carbon monoxide to form corresponding methyl carboxylates.
  • Isomerization of allylic ester in acetic acid.
  • Carbonylation of amines to form isocyanates.

Other Notes

Review

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Met. Corr. 1 - Skin Sens. 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Storage Class

13 - Non Combustible Solids

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP3417
BCCN2939
BCCL6183
BCCH6468
BCCJ1024

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Carbonylation of Amines in the Presence of Palladium (II) Chloride. A New Route to Isocyanates.
Stern E. W and Spector M. L.
The Journal of Organic Chemistry, 31(2), 596-597 (1966)
Palladium (II)-catalyzed exchange and isomerization reactions. III. Allylic esters isomerization in acetic acid catalyzed by palladium (II) chloride.
Henry P M.
Journal of the American Chemical Society, 94(15), 5200-5206 (1972)
Palladium (II) Chloride and a (Dipyridin?2?ylmethyl) amine?Derived Palladium (II) Chloride Complex as Highly Efficient Catalysts for the Synthesis of Alkynes in Water or in NMP and of Diynes in the Absence of Reoxidant.
Gil?Molto J and Najera C.
European Journal of Organic Chemistry, 2005(19), 4073-4081 (2005)
R.F. Heck
Accounts of Chemical Research, 12, 146-146 (1979)
Farnaz Jafarpour et al.
The Journal of organic chemistry, 75(9), 3109-3112 (2010-04-14)
An atom-economical phosphane-free palladium-catalyzed direct C-2 arylation of unactivated free NH-pyrroles is devised. This method provides a straightforward route to a wide variety of substituted 2-aryl-1H-pyrroles from readily accessible starting materials. Iodoarenes bearing electron-withdrawing and electron-donating substituents are tolerated under
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