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CS-W001157 4
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9,10-Dibromophenanthrene

  • CAS No. 15810-15-8

  • Cat. No. CS-0129688
  • Purity≥98%
  • MDL No.None

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

9,10-Dibromophenanthrene|CS-0129688

Structure of 15810-15-8

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General Information

  • CAS No. 15810-15-8
  • Cat. No. CS-0129688
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₈Br₂
  • Molecular Weight 336.02
  • Synonym(s) Phenanthrene,9,10-dibromo
  • SMILES BrC1=C(Br)C2=CC=CC=C2C3=CC=CC=C13

Description

9,10-Dibromophenanthrene features a rigid polycyclic aromatic core with bromine substituents at the 9 and 10 positions, enabling direct coupling in palladium-catalyzed cross-coupling reactions. This dibromo derivative serves as a key building block for constructing complex fused-ring architectures in organic synthesis and materials science applications.

Application

9,10-Dibromophenanthrene serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling the construction of complex polycyclic architectures. The dibromo substitution pattern provides orthogonal reactivity for sequential functionalization, while the rigid aromatic framework enhances structural stability. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for applications in synthetic organic chemistry and materials science.

Synthesis

  • Route1
    • In-stock
      Phenanthrene|CS-0013733
      85-01-8
    • ~%
    • In-stock
      9,10-Dibromophenanthrene|CS-0129688
      15810-15-8
    • null|null
      61650-89-3

    References

    • Pearson,D.E. et al. Synthesis, 1976 , p. 621 - 623
  • Route2
    • 9-Bromo-10-nitrophenanthrene|CS-0094508
      17024-21-4
    • ~%
    • In-stock
      9,10-Dibromophenanthrene|CS-0129688
      15810-15-8

    References

    • Schmidt,J.; Ladner Chemische Berichte, 1904 , vol. 37, p. 4403
  • Route3
    • null|null
      36262-79-0
    • ~%
    • In-stock
      9,10-Dibromophenanthrene|CS-0129688
      15810-15-8

    References

    • Barton,J.W.; Grinham,A.R. Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1972 , p. 634 - 637

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H410
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   0
  • LogP   5.518
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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