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CS-W001157 4
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(S)-(-)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol

  • CAS No. 765278-73-7

  • Cat. No. CS-0031466
  • Purity≥98%
  • MDL No.None

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

(S)-(-)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol|CS-0031466

Structure of 765278-73-7

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General Information

  • CAS No. 765278-73-7
  • Cat. No. CS-0031466
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₂₀Br₂O₂
  • Molecular Weight 452.18
  • Synonym(s) (S)-(-)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-2,2'-dihydroxy-1,1'-binaphthyl
  • SMILES BrC1=C(O)[C@@]([C@@]2=C(O)C(Br)=CC3=C2CCCC3)=C4CCCCC4=C1

Description

(S)-(-)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol is a chiral, brominated naphthalene derivative featuring two adjacent bromine substituents on the 3-positions of its octahydroxy-substituted biaryl scaffold. This configuration imparts high stereochemical stability and enhances electron-withdrawing character, enabling selective coupling reactions in asymmetric synthesis. The fully saturated periphery improves solubility in polar organic solvents while maintaining robustness under standard bench conditions.

Application

(S)-(-)-3,3'-Dibromo-5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2-naphthol serves as a chiral auxiliary in asymmetric synthesis, enabling stereoselective transformations through its rigid, enantiopure biaryl framework. The dibrominated positions facilitate cross-coupling reactions, while the saturated naphthalene rings enhance bench stability and solubility. Its defined stereochemistry and functional group tolerance support reliable execution in multi-step syntheses of complex molecules.

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   6.0474
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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