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CS-W001157 4
Total: USD 88.00

(R)-Cy-BINAP

  • CAS No. 139139-92-7

  • Cat. No. CS-0146765
  • Molecule weight646.86
  • Purity≥98%
  • MDL No.None

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

(R)-Cy-BINAP|CS-0146765

Structure of 139139-92-7

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General Information

  • CAS No. 139139-92-7
  • Cat. No. CS-0146765
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄₄H₅₆P₂
  • Molecular Weight 646.86
  • Synonym(s) Phosphine, 1,1'-[(1R)-[1,1'-binaphthalene]-2,2'-diyl]bis[1,1-dicyclohexyl-
  • SMILES C1(C=CC=C2)=C2C(C3=C(C=CC=C4)C4=CC=C3P(C5CCCCC5)C6CCCCC6)=C(P(C7CCCCC7)C8CCCCC8)C=C1

Description

(R)-Cy-BINAP features a chiral bisphosphine scaffold with cyclohexyl substituents that enhance steric bulk and solubility in organic media. This configuration delivers high enantioselectivity in transition-metal-catalyzed asymmetric transformations, particularly in palladium- and rhodium-mediated cross-coupling reactions. The robust ligand structure ensures stability under standard reaction conditions.

Application

(R)-Cy-BINAP serves as a highly effective chiral ligand in transition metal-catalyzed asymmetric synthesis, particularly in palladium- and rhodium-catalyzed reactions. Its cyclohexyl substituents enhance steric bulk and electronic tuning, improving enantioselectivity in hydrogenation and cross-coupling processes. The ligand exhibits excellent bench stability, facile handling, and consistent performance across diverse substrates, making it a reliable choice for scalable, stereocontrolled transformations in pharmaceutical and fine chemical synthesis.

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   0
  • LogP   13.2052
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   7

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