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CS-W001157 4
Total: USD 88.00

5,6-Dibromo-1,2-dihydroacenaphthylene

  • CAS No. 19190-91-1

  • Cat. No. CS-0155366
  • Purity≥98%
  • MDL No.MFCD00191989

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

5,6-Dibromo-1,2-dihydroacenaphthylene|CS-0155366

Structure of 19190-91-1

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General Information

  • CAS No. 19190-91-1
  • Cat. No. CS-0155366
  • Purity ≥98%
  • MDL No. MFCD00191989
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₈Br₂
  • Molecular Weight 312.00
  • Synonym(s) 5,6-dibromo-1,2-dihydroacenaphthene
  • SMILES C1CC2=CC=C(C3=C(C=CC1=C23)Br)Br

Description

5,6-Dibromo-1,2-dihydroacenaphthylene features a rigid, electron-deficient dihydroacenaphthylene core with bromine substituents at the 5 and 6 positions, enabling efficient coupling reactions in cross-coupling protocols. This bench-stable, moisture-tolerant reagent integrates readily into synthetic sequences requiring halogenated aromatic intermediates.

Application

5,6-Dibromo-1,2-dihydroacenaphthylene serves as a versatile dihalogenated building block for transition-metal-catalyzed cross-coupling reactions. Its rigid, planar structure and bromine substituents enable efficient palladium-mediated coupling with aryl, vinyl, and heteroaryl partners, facilitating the construction of complex polycyclic frameworks. The compound exhibits excellent bench stability and clean reaction profiles, making it well-suited for iterative synthesis workflows in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      83-32-9
    • ~30%
    • In-stock
      5,6-Dibromo-1,2-dihydroacenaphthylene|CS-0155366
      19190-91-1

    References

    • Nietfeld, Jon P.; Schwiderski, Ryan L.; Gonnella, Thomas P.; Rasmussen, Seth C. Journal of Organic Chemistry, 2011 , vol. 76, # 15 p. 6383 - 6388
  • Route2

    References

    • Petrenko,G.P. et al. Zhurnal Organicheskoi Khimii, 1968 , vol. 4, # 12 p. 2190 - 2195,2113 - 2116
  • Route3
    • null|null
      43017-90-9
    • ~%
    • In-stock
      5,6-Dibromo-1,2-dihydroacenaphthylene|CS-0155366
      19190-91-1

    References

    • Petrenko,G.P. et al. Zhurnal Organicheskoi Khimii, 1968 , vol. 4, # 12 p. 2190 - 2195,2113 - 2116

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.4634
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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