666564

N-XantPhos

97%

• Synonym(s): NiXantphos, 4,6-Bis(diphenylphosphino)-10H-phenoxazine, 4,6-Bis(diphenylphosphino)phenoxazine
• Linear Formula: (C₆H₃)₂NHO(P(C₆H₅)₂)₂
• CAS Number: 261733-18-0
• Molecular Weight: 551.55
• NACRES: NA.22
• PubChem Substance ID: 24884806
• UNSPSC Code: 12352005
• MDL number: MFCD03788937

Properties

• Quality Segment: 100
• assay: 97%
• reaction suitability: 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: ligand; reaction type: Cross Couplings
• mp: 256-262 °C
• functional group: phosphine
• storage temp.: 2-8°C
• SMILES string: N1c2cccc(P(c3ccccc3)c4ccccc4)c2Oc5c1cccc5P(c6ccccc6)c7ccccc7
• InChI: 1S/C36H27NOP2/c1-5-15-27(16-6-1)39(28-17-7-2-8-18-28)33-25-13-23-31-35(33)38-36-32(37-31)24-14-26-34(36)40(29-19-9-3-10-20-29)30-21-11-4-12-22-30/h1-26,37H
• InChI key: HSWZLYXRAOXOLL-UHFFFAOYSA-N

Description

Application

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable