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5,12-Dibromoanthra[2,1,9-def:6,5,10-d'e'f']diisochromene-1,3,8,10-tetraone

  • CAS No. 118129-60-5

  • Cat. No. CS-0110457
  • Purity≥95%
  • MDL No.MFCD11870875

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

5,12-Dibromoanthra[2,1,9-def:6,5,10-d'e'f']diisochromene-1,3,8,10-tetraone|CS-0110457

Structure of 118129-60-5

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General Information

  • CAS No. 118129-60-5
  • Cat. No. CS-0110457
  • Purity ≥95%
  • MDL No. MFCD11870875
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₄H₆Br₂O₆
  • Molecular Weight 550.11
  • Synonym(s) HONGHUI-MED 480010000000
  • SMILES O=C(OC1=O)C2=CC=C(C3=C4C(Br)=CC1=C23)C5=C(C=C6C7=C5C4=CC=C7C(OC6=O)=O)Br

Description

This tetraketone features a rigid, polycyclic framework with two bromine substituents at strategic positions, enhancing its electron-deficient character and facilitating selective functionalization in synthetic transformations. Designed for advanced organic synthesis, it serves as a robust scaffold for constructing complex molecular architectures under standard conditions.

Application

5,12-Dibromoanthra[2,1,9-def:6,5,10-d'e'f']diisochromene-1,3,8,10-tetraone serves as a versatile tetracyclic building block for the synthesis of complex polycyclic architectures. Its brominated positions enable palladium-catalyzed cross-coupling reactions, while the quinone functionalities provide sites for selective reduction and nucleophilic addition. The molecule exhibits bench stability and facilitates straightforward purification, making it suitable for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Zhou, Erjun; Tajima, Keisuke; Yang, Chunhe; Hashimoto, Kazuhito Journal of Materials Chemistry, 2010 , vol. 20, # 12 p. 2362 - 2368
  • Route2
    • null|null
      191997-95-2
    • ~89%
    • In-stock
      5,12-Dibromoanthra[2,1,9-def:6,5,10-d'e'f']diisochromene-1,3,8,10-tetraone|CS-0110457
      118129-60-5

    References

    • Chen, Zhijian; Baumeister, Ute; Tschierske, Carsten; Wuerthner, Frank Chemistry - A European Journal, 2007 , vol. 13, # 2 p. 450 - 465
  • Route3
    • In-stock
      PTCDA|CS-W011725
      128-69-8
    • ~%
    • 5-Bromoanthra[2,1,9-def:6,5,10-d'e'f']diisochromene-1,3,8,10-tetraone|CS-1733855
      869276-73-3
    • In-stock
      5,12-Dibromoanthra[2,1,9-def:6,5,10-d'e'f']diisochromene-1,3,8,10-tetraone|CS-0110457
      118129-60-5

    References

    • Choi, Jun; Sakong, Chun; Choi, Jae-Hong; Yoon, Chun; Kim, Jae Pil Dyes and Pigments, 2011 , vol. 90, # 1 p. 82 - 88

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

Quality Control

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Computational Chemistry Data

  • TPSA   94.56
  • LogP   5.071
  • H_Acceptors   6
  • H_Donors   0
  • Rotatable_Bonds   0

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