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CS-W001157 4
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Bis(1-naphthyl)phosphine oxide

  • CAS No. 13440-07-8

  • Cat. No. CS-0098783
  • Purity≥97%
  • MDL No.None

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

Bis(1-naphthyl)phosphine oxide|CS-0098783

Structure of 13440-07-8

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General Information

  • CAS No. 13440-07-8
  • Cat. No. CS-0098783
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₁₅OP
  • Molecular Weight 302.31
  • Synonym(s) di-1-naphthalenyl-Phosphine oxide
  • SMILES O=P(C1=CC=CC2=C1C=CC=C2)C3=CC=CC4=C3C=CC=C4

Description

Bis(1-naphthyl)phosphine oxide features two naphthyl groups attached to a phosphine oxide core, delivering enhanced electron-withdrawing character and steric bulk. This structure supports stable coordination in transition metal catalysis, particularly in palladium- and nickel-mediated cross-coupling reactions. The molecule exhibits robust bench stability and tolerates moisture-sensitive processes.

Application

Bis(1-naphthyl)phosphine oxide serves as a stable, bench-ready ligand in palladium-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. Its sterically demanding naphthyl groups enhance catalyst longevity and promote high functional group tolerance, facilitating reproducible coupling of aryl halides and pseudohalides. The oxide functionality improves solubility and simplifies purification, making it well-suited for scalable synthesis and process development in pharmaceutical and materials chemistry.

Safety Information

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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   17.07
  • LogP   4.5035
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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