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Merck
CN

673064

(2-Methylallyl)palladium(II) chloride dimer

solid

Synonym(s):

Chloro(2-methylallyl)palladium(II) dimer, Dichlorobis(2-methylallyl)dipalladium, NSC 270885

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About This Item

Linear Formula:
[CH2=C(CH3)CH2PdCl]2
CAS Number:
Molecular Weight:
393.94
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22
MDL number:
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Product Name

(2-Methylallyl)palladium(II) chloride dimer,

form

solid

SMILES string

Cl[Pd].Cl[Pd].[CH2][C]([CH2])C.[CH2][C]([CH2])C

InChI key

XVIHZVZZPKOMRE-UHFFFAOYSA-L

InChI

1S/2C4H7.2ClH.2Pd/c2*1-4(2)3;;;;/h2*1-2H2,3H3;2*1H;;/q;;;;2*+1/p-2

reaction suitability

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

mp

168.2-174.0 °C

storage temp.

2-8°C

Application

Catalyst for:
  • Asymmetric allylic alkylation reactions
  • Suzuki-Miyaura reactions
  • Reductive cleavage reactions
  • Reaction of alkenyloxiranes with carbon monoxide

Analysis Note

Precursor to a Pd(I) catalyst used in cross-coupling of organosilanols.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Scott E Denmark et al.
Organic letters, 8(4), 793-795 (2006-02-14)
[reaction: see text] Sodium silanolates derived from a number of heterocyclic silanols undergo cross-coupling with a variety of aromatic iodides and bromides under mild conditions. In situ deprotonation of the silanols with an equivalent amount of sodium hydride in toluene

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