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(R)-3,3'-Di-9-anthracenyl-1,1'-bi-2-naphthol

  • CAS No. 361342-49-6

  • Cat. No. CS-0086364
  • Purity≥97%
  • MDL No.MFCD09027270

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

(R)-3,3'-Di-9-anthracenyl-1,1'-bi-2-naphthol|CS-0086364

Structure of 361342-49-6

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General Information

  • CAS No. 361342-49-6
  • Cat. No. CS-0086364
  • Purity ≥97%
  • MDL No. MFCD09027270
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄₈H₃₀O₂
  • Molecular Weight 638.75
  • Synonym(s) (S)-3,3'-DI(ANTHRACEN-9-YL)-1,1'-BINAPHTHYLENE-2,2'-DIOL
  • SMILES OC1=C(C2=C(C=CC=C3)C3=CC(C4=C(C=CC=C5)C5=CC6=C4C=CC=C6)=C2O)C7=CC=CC=C7C=[C@]1[C@]8=C(C=CC=C9)C9=CC%10=C8C=CC=C%10

Description

(R)-3,3'-Di-9-anthracenyl-1,1'-bi-2-naphthol features a rigid, chiral biaryl scaffold with extended π-conjugation from anthracene units. This configuration delivers strong fluorescence and enhanced electronic communication across the axis, enabling applications in asymmetric catalysis and chiral materials science.

Application

(R)-3,3'-Di-9-anthracenyl-1,1'-bi-2-naphthol serves as a chiral ligand scaffold in asymmetric catalysis, leveraging its rigid, sterically defined binaphthyl backbone and extended π-conjugation for enhanced electronic modulation. The anthracene substituents provide robust fluorescence and facilitate metal coordination in transition-metal-catalyzed reactions, enabling high enantioselectivity in C–C bond formation. Its bench-stable nature and compatibility with standard synthetic protocols make it suitable for iterative catalyst design and application in stereoselective synthesis.

Safety Information

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GHS Pictogram :
GHS No : GHS06,GHS08
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H315-H319-H335-H351
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   13.018
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   3

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