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CS-W001157 4
Total: USD 88.00

2-Bromoanthracene-9,10-dione

  • CAS No. 572-83-8

  • Cat. No. CS-W012215
  • Purity≥98%
  • MDL No.MFCD00474541

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

2-Bromoanthracene-9,10-dione|CS-W012215

Structure of 572-83-8

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General Information

  • CAS No. 572-83-8
  • Cat. No. CS-W012215
  • Purity ≥98%
  • MDL No. MFCD00474541
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₇BrO₂
  • Molecular Weight 287.11
  • Synonym(s) BROMOANTHRAQUINONE
  • SMILES O=C1C2=C(C=CC=C2)C(C3=CC=C(Br)C=C13)=O

Description

2-Bromoanthracene-9,10-dione features a brominated anthraquinone core with two carbonyl groups at the 9 and 10 positions, enabling direct functionalization in cross-coupling reactions. This electron-deficient scaffold integrates readily into conjugated systems for organic semiconductors and photoredox catalysts. The bromine atom provides a site for palladium-mediated transformations under standard conditions.

Application

2-Bromoanthracene-9,10-dione serves as a versatile building block in synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established reactivity at the bromine site. The anthraquinone core provides inherent stability and facilitates subsequent functionalization for advanced heterocycle synthesis. Its crystalline nature and bench stability support reliable handling and purification, making it suitable for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Samsung Mobile Display Co., Ltd. Patent: EP2292604 A2, 2011 ; Location in patent: Page/Page column 21-22 ;
  • Route2

    References

    • Coleman, Robert S.; Mortensen, Mark A. Tetrahedron Letters, 2003 , vol. 44, # 6 p. 1215 - 1219
  • Route3
    • null|null
      605-27-6
    • ~95%
    • In-stock
      2-Bromoanthracene-9,10-dione|CS-W012215
      572-83-8

    References

    • Ciba-Geigy AG Patent: US4543214 A1, 1985 ;

Safety Information

Download SDS
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   34.14
  • LogP   3.2245
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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