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

  • CAS No. 615247-86-4

  • Cat. No. CS-0087215
  • Purity≥97%
  • MDL No.None

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

(S)​-3,​3'-Diiodo-​[1,​1'-binaphthalene]​-​2,​2'-​diol|CS-0087215

Structure of 615247-86-4

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General Information

  • CAS No. 615247-86-4
  • Cat. No. CS-0087215
  • 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) S-3,3'-diiodo-[1,1'-Binaphthalene]-2,2'-diol
  • SMILES IC1=CC2=CC=CC=C2[C@@]([C@@]3=C(C=CC=C4)C4=CC(I)=C3O)=C1O

Description

(S)-3,3'-Diiodo-[1,1'-binaphthalene]-2,2'-diol features a rigid binaphthyl scaffold with iodine substituents at the 3,3' positions and hydroxyl groups at the 2,2' positions. This configuration enables robust chiral induction in asymmetric catalysis, while the iodine moieties facilitate downstream cross-coupling transformations. The compound exhibits excellent stability under standard handling conditions and serves as a versatile chiral ligand precursor in transition metal-mediated reactions.

Application

(S)-3,3'-Diiodo-[1,1'-binaphthalene]-2,2'-diol serves as a versatile chiral scaffold for asymmetric synthesis, enabling stereoselective transformations through its rigid binaphthyl backbone and iodide-functionalized positions. The diol groups provide sites for derivatization, while the iodine substituents facilitate cross-coupling reactions, offering robust utility in catalyst design and ligand development for transition metal-catalyzed processes.

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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