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Merck

678740

Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II)

solid

greener alternative

Greener Alternative

Synonym(s):

(A-taPhos)2PdCl2, Pd(amphos)Cl2

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About This Item

Empirical Formula (Hill Notation):
C32H56Cl2N2P2Pd
CAS Number:
Molecular Weight:
708.07
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22
MDL number:
eCl@ss:
32160702
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Product Name

Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II),

form

solid

Quality Segment

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 type: Cross Couplings

sustainability

Sustainability features

functional group

phosphine

greener alternative category

SMILES string

Cl[Pd]Cl.CN(c1ccc(P(C(C)(C)C)C(C)(C)C)cc1)C.CN(c2ccc(P(C(C)(C)C)C(C)(C)C)cc2)C

InChI

1S/2C16H28NP.2ClH.Pd/c2*1-15(2,3)18(16(4,5)6)14-11-9-13(10-12-14)17(7)8;;;/h2*9-12H,1-8H3;2*1H;/q;;;;+2/p-2

InChI key

DWOZNANUEDYIOF-UHFFFAOYSA-L

General description

This productaligns with the Green Chemistry Principle of Catalysis. Click here for more information.
Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine) dichloropalladium(II) is an organic compound with chemical formula C32H56Cl2N2P2Pd. It is commonly used as a catalyst in the organic synthesis.

For small scale and high throughput uses, product is also available as ChemBeads (927791)

Application

Bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II) is used as a catalyst:

  • In the enantioselective construction of indole-fused bicyclo[3.2.1]-octanes via an aminopalladition-triggered Heck-type reaction.
  • In the synthesis of phenanthridine derivatives from ortho bromo N-tosylhydrazones and 2-aminophenylboronic ester via Suzuki cross-coupling reaction followed by intramolecular condensation reaction.
  • In the synthesis of indenones by Pd-catalyzed annulation of an ortho-halobenzyl alcohol with internal alkynes.


Pictograms

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Signal Word

Warning

Hazard Codes

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class

11 - Combustible Solids

WGK

WGK 3

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves



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