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N-XantPhos

97%

greener alternative

Greener Alternative

Synonym(s):

NiXantphos, 4,6-Bis(diphenylphosphino)-10H-phenoxazine, 4,6-Bis(diphenylphosphino)phenoxazine

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About This Item

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
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Quality Segment

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

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

256-262 °C

functional group

phosphine

greener alternative category

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

General description

We are committed to providing greener alternatives that adhere to the 12 Principles of Green Chemistry. This versatile phosphine ligand enables efficient transition metal-catalyzed cross-coupling reactions with enhanced selectivity and reduced byproduct formation, thus aligns with Green Chemistry principle "Catalysis". Click here for more information.

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.

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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