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9-[2-(Diphenylphosphino)phenyl]-9H-carbazole

  • CAS No. 1308652-67-6

  • Cat. No. CS-0087828
  • Molecule weight427.48
  • Purity≥97%
  • MDL No.None

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

9-[2-(Diphenylphosphino)phenyl]-9H-carbazole|CS-0087828

Structure of 1308652-67-6

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General Information

  • CAS No. 1308652-67-6
  • Cat. No. CS-0087828
  • 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 C₃₀H₂₂NP
  • Molecular Weight 427.48
  • Synonym(s) Ph PhenCar-Phos
  • SMILES C12=C(C=CC=C2)N(C3=C(P(C4=CC=CC=C4)C5=CC=CC=C5)C=CC=C3)C6=C1C=CC=C6

Description

This carbazole derivative features a diphenylphosphino group at the 2-position, enabling robust coordination in palladium-catalyzed cross-coupling reactions. The electron-rich carbazole core enhances stability and facilitates efficient ligand integration in transition metal catalysis.

Application

9-[2-(Diphenylphosphino)phenyl]-9H-carbazole serves as a versatile, bench-stable phosphine ligand in palladium-catalyzed cross-coupling reactions. Its carbazole backbone provides steric and electronic modulation, while the ortho-diphenylphosphinoaryl group enables efficient coordination to transition metals. The ligand facilitates C–C and C–heteroatom bond formations under mild conditions, offering broad functional group tolerance and improved catalyst stability in Suzuki-Miyaura, Stille, and Negishi couplings.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   4.93
  • LogP   6.5419
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   4

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