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CS-W001157 4
Total: USD 88.00

(R)-3,3'-Bis(4-tert-butylphenyl)-1,1'-bi-2-naphthol

  • CAS No. 851615-06-0

  • Cat. No. CS-0087046
  • Purity≥97%
  • MDL No.None

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

(R)-3,3'-Bis(4-tert-butylphenyl)-1,1'-bi-2-naphthol|CS-0087046

Structure of 851615-06-0

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General Information

  • CAS No. 851615-06-0
  • Cat. No. CS-0087046
  • 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 C₄₀H₃₈O₂
  • Molecular Weight 550.73
  • Synonym(s) (1R)-3,3'-Bis[4-(1,1-dimethylethyl)phenyl][1,1'-binaphthalene]-2,2'-diol
  • SMILES OC1=C(C2=C(C=CC=C3)C3=CC(C4=CC=C(C(C)(C)C)C=C4)=C2O)C5=C(C=CC=C5)C=C1C6=CC=C(C(C)(C)C)C=C6

Description

(R)-3,3'-Bis(4-tert-butylphenyl)-1,1'-bi-2-naphthol is a chiral biaryl scaffold featuring sterically hindered tert-butyl groups that enhance stability and solubility. This configuration enables precise asymmetric induction in catalytic transformations, particularly in transition-metal-catalyzed cross-coupling reactions. The rigid, electron-rich structure supports high enantioselectivity and robust performance under standard bench conditions.

Application

(R)-3,3'-Bis(4-tert-butylphenyl)-1,1'-bi-2-naphthol serves as a sterically hindered chiral ligand that enables asymmetric catalysis in transition-metal-mediated reactions. Its rigid binaphthyl scaffold and electron-donating tert-butyl groups enhance enantioselectivity and stability under standard reaction conditions. The compound functions effectively in palladium- and copper-catalyzed cross-coupling processes, offering high yield and reproducible stereocontrol for the synthesis of enantiomerically enriched biaryl scaffolds.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   11.0002
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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