N-Xantphos

Name: N-Xantphos
Brand: ChemScene
Availability: InStock
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CAS No. 261733-18-0
Cat. No. CS-W009604
Purity≥97%
MDL No.MFCD03788937

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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 261733-18-0

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General Information

CAS No. 261733-18-0
Cat. No. CS-W009604
Purity ≥97%
MDL No. MFCD03788937
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃₆H₂₇NOP₂
Molecular Weight 551.55
Synonym(s) 4,6-Bis(diphenylphosphino)phenoxazine
SMILES C1(P(C2=CC=CC(N3)=C2OC4=C3C=CC=C4P(C5=CC=CC=C5)C6=CC=CC=C6)C7=CC=CC=C7)=CC=CC=C1

Description

N-XantPhos is a deprotonatable chelating aryldiphosphine ligand that can be used in:The preparation of Pd-NiXantphos catalyst system for the room temperature cross-coupling reactions of unactivated aryl chlorides.The synthesis of cinchonine iridium(III) cyclometalated complex that exhibits luminescence and good quantum efficiency.N-XantPhos and N-modified counterparts are also used in the preparation of rhodium based catalysts for hydroformylation reaction.

Application

N-Xantphos serves as a robust, bench-stable diphosphine ligand enabling efficient palladium-catalyzed cross-coupling reactions. Its rigid xanthene backbone and sterically tuned nitrogen substituents enhance catalyst stability and promote high turnover in Suzuki-Miyaura, Negishi, and Stille couplings. The ligand exhibits excellent functional group tolerance and facilitates reaction scalability, making it a reliable choice for constructing biaryl and complex heterocyclic scaffolds in medicinal chemistry and process R&D workflows.

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 21.26
LogP 7.0523
H_Acceptors 2
H_Donors 1
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

Catalysis Cross-Coupling Phosphine Ligands

Catalysis Cross-coupling Reaction using Transition Metal Catalysts Phosphine Ligands

Catalysis Phosphorous Compounds Polydentate Phosphine Ligands

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

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N-Xantphos

CAS No. 261733-18-0

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