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CS-W001157 4
Total: USD 88.00

TrixiePhos

  • CAS No. 255836-67-0

  • Cat. No. CS-W008524
  • Purity≥98%
  • MDL No.MFCD03094576

*For research and further manufacturing use only, not for direct human use.

TrixiePhos|CS-W008524

Structure of 255836-67-0

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General Information

  • CAS No. 255836-67-0
  • Cat. No. CS-W008524
  • Purity ≥98%
  • MDL No. MFCD03094576
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₈H₃₁P
  • Molecular Weight 398.52
  • Synonym(s) racemic-2-Di-t-butylphosphino-1,1'-binaphthy
  • SMILES CC(C)(C)P(C(C)(C)C)C1=C(C2=C(C=C1)C=CC=C2)C3=CC=CC4=C3C=CC=C4

Description

TrixiePhos is a bench-stable, electron-rich phosphine ligand featuring a sterically shielded aryl backbone that enhances catalyst longevity. This ligand integrates seamlessly into palladium-catalyzed cross-coupling reactions, delivering high yields under standard conditions. Its moisture-tolerant character simplifies handling in air-sensitive workflows.

Application

TrixiePhos serves as a highly efficient, bench-stable phosphine ligand for palladium-catalyzed cross-coupling reactions. Its tridentate architecture enhances catalyst stability and turnover, enabling reliable coupling of challenging substrates such as sterically hindered aryl chlorides and heteroaryl halides. The ligand demonstrates excellent functional group tolerance and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • null|null
      13716-10-4
    • 2-Bromo-1,1'-binaphthyl|CS-0088234
      207611-58-3
    • ~32%
    • In-stock
      TrixiePhos|CS-W008524
      255836-67-0

    References

    • Toracca, Karen E.; Kuwabe, Shin-Itsu; Buchwald, Stephen L. Journal of the American Chemical Society, 2000 , vol. 122, # 51 p. 12907 - 12908

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   0
  • LogP   8.3642
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   2

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