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CS-W001157 4
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1-Bromo-3-vinylbenzene,98% stabilized with TBC

  • CAS No. 2039-86-3

  • Cat. No. CS-W015997
  • Purity95% (stabilized with TBC)
  • MDL No.MFCD00000088

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

1-Bromo-3-vinylbenzene,98% stabilized with TBC|CS-W015997

Structure of 2039-86-3

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General Information

  • CAS No. 2039-86-3
  • Cat. No. CS-W015997
  • Purity 95% (stabilized with TBC)
  • MDL No. MFCD00000088
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇Br
  • Molecular Weight 183.05
  • Synonym(s) Benzene, 1-bromo-3-ethenyl-; 1-Bromo-3-vinylbenzene
  • SMILES BrC1=CC(C=C)=CC=C1

Description

1-Bromo-3-vinylbenzene, stabilized with TBC, features a reactive vinyl group conjugated to an aryl bromide, enabling efficient coupling reactions in cross-coupling and polymerization workflows. This bench-stable reagent combines high functional group compatibility with reliable handling under standard conditions.

Application

1-Bromo-3-vinylbenzene, stabilized with TBC, serves as a versatile building block in cross-coupling and heterocyclic synthesis. The vinyl group enables efficient Sonogashira, Suzuki-Miyaura, and Stille couplings, while the bromo substituent offers high reactivity in palladium-catalyzed transformations. Bench-stable and readily purified, it facilitates the construction of conjugated systems and complex scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 3-Bromophenyl trifluoromethanesulfonate|CS-0877757
      66107-31-1
    • null|null
      7486-35-3
    • ~24%
    • In-stock
      1-Bromo-3-vinylbenzene,98% stabilized with TBC|CS-W015997
      2039-86-3

    References

    • Espino, Gustavo; Kurbangalieva, Almira; Brown, John M. Chemical Communications, 2007 , # 17 p. 1742 - 1744
  • Route2
    • null|null
      591-20-8
    • ~%
    • In-stock
      1-Bromo-3-vinylbenzene,98% stabilized with TBC|CS-W015997
      2039-86-3

    References

    • Chemical Communications, , # 17 p. 1742 - 1744
  • Route3

    References

    • Berube, Marie; Kamal, Fatima; Roy, Jenny; Poirier, Donald Synthesis, 2006 , # 18 p. 3085 - 3091

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H315-H319-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P403-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.0921
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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