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CS-W001157 4
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(R)​-3,​3'-Diiodo-​[1,​1'-binaphthalene]​-​2,​2'-​diol

  • CAS No. 287111-93-7

  • Cat. No. CS-0087210
  • Purity≥97%
  • MDL No.None

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

(R)​-3,​3'-Diiodo-​[1,​1'-binaphthalene]​-​2,​2'-​diol|CS-0087210

Structure of 287111-93-7

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General Information

  • CAS No. 287111-93-7
  • Cat. No. CS-0087210
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₁₂I₂O₂
  • Molecular Weight 538.12
  • Synonym(s) R-3,3'-diiodo-[1,1'-Binaphthalene]-2,2'-diol
  • SMILES IC1=CC2=CC=CC=C2C(C3=C(C=CC=C4)C4=CC(I)=C3O)=C1O

Description

(R)-3,3'-Diiodo-[1,1'-binaphthalene]-2,2'-diol is a chiral scaffold featuring two iodine substituents flanking a rigid binaphthyl backbone and bearing hydroxyl groups at the 2,2' positions. This configuration enables robust coordination in asymmetric catalysis and provides a steric and electronic framework for transition metal complexation. The molecule exhibits enhanced stability under standard handling conditions and facilitates precise stereocontrol in synthetic transformations.

Application

(R)-3,3'-Diiodo-[1,1'-binaphthalene]-2,2'-diol serves as a chiral scaffold for asymmetric synthesis, enabling stereoselective transformations through its rigid binaphthyl framework and orthogonal iodide functionality. The diol group provides stability and facilitates purification, while the iodo substituents support palladium-catalyzed cross-coupling reactions, making it a practical building block for functionalized biaryl systems in catalysis and medicinal chemistry applications.

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07,GHS09
Signal Word : Danger
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302+H312-H315-H318-H411
Precautionary Statements : P264-P270-P273-P280-P302+P352-P330-P362+P364-P391-P501

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   6.2804
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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