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CS-W001157 4
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(S)-3,3'-Bis(perfluorophenyl)-[1,1'-binaphthalene]-2,2'-diol

  • CAS No. 877304-22-8

  • Cat. No. CS-0198457
  • Purity≥97%
  • MDL No.None

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

(S)-3,3'-Bis(perfluorophenyl)-[1,1'-binaphthalene]-2,2'-diol|CS-0198457

Structure of 877304-22-8

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General Information

  • CAS No. 877304-22-8
  • Cat. No. CS-0198457
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃₂H₁₂F₁₀O₂
  • Molecular Weight 618.42
  • Synonym(s) [1,1'-Binaphthalene]-2,2'-diol, 3,3'-bis(pentafluorophenyl)-, (1S)- (9CI)
  • SMILES OC1=C(C2=C(O)[C@]([C@](C(F)=C3F)=C(F)C(F)=C3F)=CC4=C2C=CC=C4)C5=C(C=CC=C5)C=C1C6=C(F)C(F)=C(F)C(F)=C6F

Description

This chiral binaphthol derivative features two perfluorophenyl groups at the 3,3'-positions, enhancing electron deficiency and steric bulk. The rigid binaphthyl backbone provides high enantioselectivity, while the diol functionality enables coordination to metals or hydrogen bonding. Designed for asymmetric catalysis and chiral sensing applications, this bench-stable compound integrates readily into complex molecular architectures under standard conditions.

Application

(S)-3,3'-Bis(perfluorophenyl)-[1,1'-binaphthalene]-2,2'-diol serves as a versatile chiral ligand scaffold in asymmetric catalysis, enabling high enantioselectivity in transition-metal-catalyzed reactions. Its rigid binaphthyl framework and electron-deficient perfluorophenyl groups enhance stereocontrol and stability under oxidative conditions. The diol functionality facilitates metal coordination and simplifies purification via crystallization or chromatography, making it suitable for bench-scale synthesis 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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   9.7962
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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