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Bis(2-(diphenylphosphino)ethyl)amine hydrochloride

  • CAS No. 66534-97-2

  • Cat. No. CS-W014437
  • Purity≥95%
  • MDL No.MFCD00061569

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

Bis(2-(diphenylphosphino)ethyl)amine hydrochloride|CS-W014437

Structure of 66534-97-2

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General Information

  • CAS No. 66534-97-2
  • Cat. No. CS-W014437
  • Purity ≥95%
  • MDL No. MFCD00061569
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₈H₃₀ClNP₂
  • Molecular Weight 477.95
  • Synonym(s) N,N-Bis[2-(diphenylphosphino)ethyl]amine hydrochloride
  • SMILES [H]Cl.P(CCNCCP(C1=CC=CC=C1)C2=CC=CC=C2)(C3=CC=CC=C3)C4=CC=CC=C4

Description

Bis(2-(diphenylphosphino)ethyl)amine hydrochloride features a bifunctional phosphine amine scaffold with two diphenylphosphino groups tethered to an ethylene bridge. This electron-rich ligand enables robust metal coordination, particularly in palladium-catalyzed cross-coupling reactions. The hydrochloride salt enhances solubility and stability under standard handling conditions.

Application

Bis(2-(diphenylphosphino)ethyl)amine hydrochloride serves as a versatile, bench-stable ligand precursor in transition metal catalysis. Its bis-phosphine architecture enables efficient coordination to palladium and nickel centers, facilitating cross-coupling reactions such as Suzuki-Miyaura and Negishi couplings. The amine functionality enhances solubility and facilitates purification, while the diphenylphosphino groups exhibit strong electron-donating character and robust performance under standard reaction conditions.

Synthesis

  • Route1
    • In-stock
      Bis(2-chloroethyl)amine hydrochloride|CS-W020124
      821-48-7
    • null|null
      829-85-6
    • ~92%
    • In-stock
      Bis(2-(diphenylphosphino)ethyl)amine hydrochloride|CS-W014437
      66534-97-2

    References

    • Nuzzo, Ralph G.; Haynie, Sharon L.; Wilson, Michael E.; Whitesides, George M. Journal of Organic Chemistry, 1981 , vol. 46, # 14 p. 2861 - 2867

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

Quality Control

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   5.2636
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   10

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