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CS-W001157 4
Total: USD 88.00

5-Bromo-1,2,3-trichlorobenzene

  • CAS No. 21928-51-8

  • Cat. No. CS-W008419
  • Purity≥97%
  • MDL No.MFCD00155009

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

5-Bromo-1,2,3-trichlorobenzene|CS-W008419

Structure of 21928-51-8

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General Information

  • CAS No. 21928-51-8
  • Cat. No. CS-W008419
  • Purity ≥97%
  • MDL No. MFCD00155009
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂BrCl₃
  • Molecular Weight 260.34
  • Synonym(s) 3,4,5-Trichlorobromobenzene; 5-Bromo-1,2,3-trichlorobenzene
  • SMILES ClC1=CC(Br)=CC(Cl)=C1Cl

Description

5-Bromo-1,2,3-trichlorobenzene features a highly halogenated aromatic core with strategic substitution patterns enabling precise functionalization. This electron-deficient scaffold integrates readily into cross-coupling reactions, offering reliable access to complex polycyclic architectures under standard conditions. The molecule exhibits excellent stability and handles well in air and moisture, simplifying its use in synthetic workflows.

Application

5-Bromo-1,2,3-trichlorobenzene serves as a versatile building block in cross-coupling chemistry, enabling efficient access to substituted biaryls and heterocycles under palladium-catalyzed conditions. Its three chlorine atoms provide orthogonal reactivity for sequential functionalization, while the bromo group offers high chemoselectivity in Suzuki, Stille, and Negishi couplings. The molecule exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for iterative synthesis in medicinal chemistry and materials development.

Synthesis

  • Route1
    • null|null
      2106-38-9
    • ~99%
    • In-stock
      5-Bromo-1,2,3-trichlorobenzene|CS-W008419
      21928-51-8

    References

    • Beletskaya, Irina P.; Sigeev, Alexander S.; Peregudov, Alexander S.; Petrovskii, Pavel V. Synthesis, 2007 , # 16 p. 2534 - 2538
  • Route2
    • null|null
      811720-26-0
    • ~48%
    • In-stock
      5-Bromo-1,2,3-trichlorobenzene|CS-W008419
      21928-51-8

    References

    • Schlosser, Manfred; Heiss, Christophe; Marzi, Elena; Scopelliti, Rosario European Journal of Organic Chemistry, 2006 , # 19 p. 4398 - 4404
  • Route3

    References

    • Journal of Organometallic Chemistry, , vol. 61, p. 207 - 218

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

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   4.4093
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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