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(R)-2,2'-Dihydroxy-[1,1'-binaphthalene]-3,3'-dicarboxaldehyde

  • CAS No. 121314-69-0

  • Cat. No. CS-0086743
  • Purity≥97%
  • MDL No.MFCD27951997

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

(R)-2,2'-Dihydroxy-[1,1'-binaphthalene]-3,3'-dicarboxaldehyde|CS-0086743

Structure of 121314-69-0

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General Information

  • CAS No. 121314-69-0
  • Cat. No. CS-0086743
  • Purity ≥97%
  • MDL No. MFCD27951997
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₂H₁₄O₄
  • Molecular Weight 342.35
  • Synonym(s) 4-(3-Formyl-2-hydroxynaphthalen-1-yl)-3-hydroxynaphthalene-2-carbaldehyde
  • SMILES OC1=C(C2=C(C=CC=C3)C3=CC(C=O)=C2O)C4=CC=CC=C4C=C1C=O

Description

(R)-2,2'-Dihydroxy-[1,1'-binaphthalene]-3,3'-dicarboxaldehyde features a chiral binaphthyl scaffold with two aldehyde and two hydroxyl groups positioned for directional coordination. This configuration enables selective metal binding in asymmetric catalysis and facilitates robust ligand integration in transition metal complexes. The molecule's rigidity and defined stereochemistry support high enantioselectivity in synthesis workflows.

Application

(R)-2,2'-Dihydroxy-[1,1'-binaphthalene]-3,3'-dicarboxaldehyde serves as a chiral bis-aldehyde scaffold for the construction of enantioselective ligands and catalysts. Its orthogonal functional groups enable controlled assembly in asymmetric synthesis, while the binaphthyl backbone provides inherent chirality and rigidity. The aldehyde functionalities facilitate imine formation and reductive amination, offering reliable access to complex chiral architectures under standard bench conditions.

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 : P260-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   74.6
  • LogP   4.6962
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   3

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