Xantphos

Name: Xantphos
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 161265-03-8
Cat. No. CS-D1124
Molecule weight578.62
Purity≥97%
MDL No.MFCD00233866

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 161265-03-8

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General Information

CAS No. 161265-03-8
Cat. No. CS-D1124
Purity ≥97%
MDL No. MFCD00233866
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₉H₃₂OP₂
Molecular Weight 578.62
Synonym(s) 9,9-Dimethyl-4,5-bis(diphenylphosphino)xanthene
SMILES CC1(C)C2=C(C(P(C3=CC=CC=C3)C4=CC=CC=C4)=CC=C2)OC5=C1C=CC=C5P(C6=CC=CC=C6)C7=CC=CC=C7

Description

Xantphos is a bidentate ligand that is employed in various metal-catalyzed reactions, including cross-couplings, Buchwald-Hartwig cross-coupling reactions, C-X bond formation, hydroformylation, Miyaura borylation reaction, Stille coupling, Suzuki-Miyaura coupling, (hetero)arylation, amination, and amidation.For small scale and high throughput uses, product is also available as ChemBeads (928356)Ligand used in a synthesis of heterocycles by palladium-catalyzed C-N cross coupling of 3-bromothiophenes with 2-aminopyridines. Also used in a ruthenium-catalyzed alkylation of active methylene compounds with alcohols.

Synthesis

Route1
- In-stock
  
  19814-75-6
- 1079-66-9
- ~88%
- In-stock
  
  161265-03-8
References
- Zhao, Matthew M.; Yin, Jingjun Patent: US2004/23979 A1, 2004 ; Location in patent: Page/Page column 9; 10 ; US 20040023979 A1
Route2
- In-stock
  
  19814-75-6
- ~%
- In-stock
  
  161265-03-8
References
- US2004/23980 A1, ; Page/Page column 15 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 9.23
LogP 7.6346
H_Acceptors 1
H_Donors 0
Rotatable_Bonds 6

Other Classifications

Bioactive Molecules Dye and Bio-assay Reagents

Catalysts and Ligands Ligands Achiral Mono/Dual Phosphorus Ligands Aryl Phosphorus(Double Phosphorus) Ligands

Material Science Biomaterials/Biocompatible Materials Research Reagents Polymerization Reagents (Initiators, Catalysts, Ligands) Atom Transfer Radical Polymerization (ATRP) Reagents

Material Science Polymer/Macromolecule Reagents Polymerization Reagents Controlled Radical Polymerization Reagents

Chemical Synthesis Synthetic Reagents C-C Bond Formation Cross-coupling Reaction using Transition Metal Catalysts

Chemical Synthesis Synthetic Reagents C-X(Non-Halogen) Bond Formation C-H Bond Activation Reaction

Catalysis Cross-Coupling Phosphine Ligands

Catalysis Cross-coupling Reaction using Transition Metal Catalysts Phosphine Ligands

Catalysis Phosphorous Compounds Polydentate Phosphine Ligands

Key Words

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Xantphos

CAS No. 161265-03-8

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