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

  • CAS No. 1308652-64-3

  • Cat. No. CS-0087458
  • Purity≥97%
  • MDL No.None

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

9-[2-(Dicyclohexylphosphino)phenyl]-9H-carbazole|CS-0087458

Structure of 1308652-64-3

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General Information

  • CAS No. 1308652-64-3
  • Cat. No. CS-0087458
  • Purity ≥97%
  • MDL No. None
  • Storage RT, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₀H₃₄NP
  • Molecular Weight 439.57
  • Synonym(s) 9-[2-(Dicyclohexylphosphino) phenyl]-9H-carbazole PhenCar-Phos
  • SMILES C12=C(C=CC=C2)C3=C(C=CC=C3)N1C4=CC=CC=C4P(C5CCCCC5)C6CCCCC6

Description

9-[2-(Dicyclohexylphosphino)phenyl]-9H-carbazole is a sterically hindered, bench-stable phosphine ligand featuring a carbazole backbone that enhances electron density at the phosphorus center. This structure enables efficient coordination to palladium and nickel catalysts, improving catalytic activity in cross-coupling reactions under mild conditions.

Application

9-[2-(Dicyclohexylphosphino)phenyl]-9H-carbazole serves as a highly effective, bench-stable phosphine ligand in palladium-catalyzed cross-coupling reactions. Its rigid carbazole backbone and sterically hindered dicyclohexylphosphino group enhance catalyst stability and promote efficient reductive elimination. Widely used in Suzuki-Miyaura and Negishi couplings, it facilitates high-yielding transformations with broad functional group tolerance and excellent performance in both academic and industrial process development.

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-H413
Precautionary Statements : P261-P273-P501

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Computational Chemistry Data

  • TPSA   4.93
  • LogP   8.5563
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   4

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