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CS-W001157 4
Total: USD 88.00

(R)-(-)-6,6'-Dibromo-[1,1'-binaphthalene]-2,2'-diol

  • CAS No. 65283-60-5

  • Cat. No. CS-W011595
  • Purity≥97%
  • MDL No.None

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

(R)-(-)-6,6'-Dibromo-[1,1'-binaphthalene]-2,2'-diol|CS-W011595

Structure of 65283-60-5

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General Information

  • CAS No. 65283-60-5
  • Cat. No. CS-W011595
  • 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 C₂₀H₁₂Br₂O₂
  • Molecular Weight 444.12
  • Synonym(s) (R)-(-)-6,6'-Dibromo-2,2'-dihydroxy-1,1'-binaphthyl
  • SMILES OC1=CC=C2C=C(C=CC2=C1C3=C(O)C=CC4=CC(Br)=CC=C34)Br.

Description

Cresyl Violet acetate is used as stain for nerve cells and tissue spinal cord section, brain paraffin, cells and granules. It is also useful to measure pyruvate dehydrogenase complex activity when its acetylation is coupled with acetyl-CoA production.

Application

(R)-(-)-6,6'-Dibromo-[1,1'-binaphthalene]-2,2'-diol serves as a versatile chiral scaffold for asymmetric synthesis, enabling stereoselective transformations through its rigid binaphthyl backbone and ortho-brominated functionality. The diol groups facilitate metal coordination and derivatization, while the bromides support palladium-catalyzed cross-coupling reactions. This compound exhibits excellent bench stability and is well-suited for the construction of functionalized biaryl ligands and catalysts in transition-metal-catalyzed processes.

Synthesis

  • Route1

    References

    • Bunzen, Jens; Bruhn, Torsten; Bringmann, Gerhard; Luetzen, Arne Journal of the American Chemical Society, 2009 , vol. 131, p. 3621 - 3630
  • Route2

    References

    • Chengdu Institute of Organic Chemistry Chinese Academy of Sciences Patent: US2005/256345 A1, 2005 ; Location in patent: Page/Page column 2-3; 5 ;
  • Route3

    References

    • Synlett, , # 10 p. 1433 - 1436

Safety Information

Download SDS
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

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Computational Chemistry Data

  • TPSA   40.46
  • LogP   6.5962
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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