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CS-W001157 4
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[1,1'-binaphthalene]-2,2'-diylbis(diphenylphosphine oxide)

  • CAS No. 86632-33-9

  • Cat. No. CS-0198444
  • Purity≥98%
  • MDL No.None

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

[1,1'-binaphthalene]-2,2'-diylbis(diphenylphosphine oxide)|CS-0198444

Structure of 86632-33-9

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General Information

  • CAS No. 86632-33-9
  • Cat. No. CS-0198444
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄₄H₃₂O₂P₂
  • Molecular Weight 654.67
  • Synonym(s) Binapo
  • SMILES O=P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=C(C4=C(P(C5=CC=CC=C5)(C6=CC=CC=C6)=O)C=CC7=C4C=CC=C7)C8=C(C=CC=C8)C=C3

Description

This chiral ligand features two diphenylphosphine oxide groups linked by a binaphthalene backbone, offering high rigidity and defined stereochemistry. It delivers predictable coordination geometry in transition metal complexes, enabling efficient asymmetric catalysis. The structure resists oxidation and maintains integrity under standard reaction conditions.

Application

[1,1'-binaphthalene]-2,2'-diylbis(diphenylphosphine oxide) serves as a robust chiral ligand in transition metal catalysis, particularly in asymmetric synthesis. Its rigid binaphthyl backbone and sterically protected phosphine oxide groups enable high enantioselectivity in Pd- and Rh-catalyzed reactions. The compound exhibits excellent bench stability, facilitates easy purification, and demonstrates broad functional group tolerance in cross-coupling and hydrogenation processes.

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-P330-P362-P405-P501

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Computational Chemistry Data

  • TPSA   34.14
  • LogP   8.9388
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   7

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