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379670

Sigma-Aldrich

[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane

Synonym(s):
Pd(dppf)Cl2 · CH2Cl2, Pd(dppf)Cl2 · DCM, [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II) (1:1)
Empirical Formula (Hill Notation):
C35H30Cl4FeP2Pd
CAS Number:
Molecular Weight:
816.64
MDL number:
PubChem Substance ID:
NACRES:
NA.22

form

solid

Quality Level

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

275-280 °C

SMILES string

[Fe].ClCCl.Cl[Pd]Cl.[CH]1[CH][CH][C]([CH]1)P(c2ccccc2)c3ccccc3.[CH]4[CH][CH][C]([CH]4)P(c5ccccc5)c6ccccc6

InChI

1S/2C17H14P.CH2Cl2.2ClH.Fe.Pd/c2*1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;2-1-3;;;;/h2*1-14H;1H2;2*1H;;/q;;;;;;+2/p-2

InChI key

CWHRHCATIKFSND-UHFFFAOYSA-L

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This Item
75022007541341134
form

solid

form

solid

form

-

form

-

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

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

reaction suitability

-

reaction suitability

core: rhodium, reagent type: catalyst

mp

275-280 °C

mp

176-182 °C

mp

-

mp

205 °C (dec.) (lit.)

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

Analysis Note

Catalyst employed in the borylation of aryl halides with Bis(pinacolato)diboron(473294) as well as the coupling of the derived arylboronic esters with aryl halides leading to biaryls. Also used in the synthesis of lactams by CO insertion and medium-ring aryl ethers by intramolecular coupling of an aryl halide with an alcohol.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

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Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

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