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4,5-Bis(dicyclohexylphosphino)-9,9-dimethyl-9H-xanthene

  • CAS No. 940934-47-4

  • Cat. No. CS-0039112
  • Molecule weight602.81
  • Purity≥95%
  • MDL No.MFCD22422615

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

4,5-Bis(dicyclohexylphosphino)-9,9-dimethyl-9H-xanthene|CS-0039112

Structure of 940934-47-4

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General Information

  • CAS No. 940934-47-4
  • Cat. No. CS-0039112
  • Purity ≥95%
  • MDL No. MFCD22422615
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₉H₅₆OP₂
  • Molecular Weight 602.81
  • Synonym(s) 4,5-Bis(dicyclohexylphosphino)-9,10a-dihydro- 9,9-dimethyl-8aH-xanthene
  • SMILES CC1(C)C2=C(C(=CC=C2)P(C3CCCCC3)C4CCCCC4)OC5=C1C=CC=C5P(C6CCCCC6)C7CCCCC7

Description

This diphosphine ligand features a sterically shielded xanthene backbone with bulky dicyclohexylphosphino groups, enabling robust coordination in palladium-catalyzed cross-coupling reactions. The electron-rich phosphorus centers enhance metal-ligand synergy, while the dimethyl substitution stabilizes the complex under reaction conditions.

Application

4,5-Bis(dicyclohexylphosphino)-9,9-dimethyl-9H-xanthene serves as a robust, bench-stable ligand in palladium-catalyzed cross-coupling reactions. Its sterically demanding dicyclohexylphosphino groups enhance catalyst stability and turnover, while the xanthene backbone provides electronic tuning. The ligand facilitates efficient coupling of aryl halides and pseudohalides under mild conditions, enabling broad functional group tolerance and simplified purification—ideal for complex molecule synthesis in medicinal chemistry and 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
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   9.23
  • LogP   11.6634
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   6

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