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CS-W001157 4
Total: USD 88.00

1,2,3-Tribromobenzene

  • CAS No. 608-21-9

  • Cat. No. CS-0197964
  • Purity≥98%
  • MDL No.MFCD00192668

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

1,2,3-Tribromobenzene|CS-0197964

Structure of 608-21-9

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General Information

  • CAS No. 608-21-9
  • Cat. No. CS-0197964
  • Purity ≥98%
  • MDL No. MFCD00192668
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Br₃
  • Molecular Weight 314.80
  • Synonym(s) Benzene, 1,2,3-tribroMo-1,2,3-TribroMobenzene
  • SMILES BrC1=C(Br)C(Br)=CC=C1

Description

1,2,3-Tribromobenzene is a highly brominated aromatic compound featuring three adjacent bromine substituents on a benzene ring. This configuration imparts significant electron-withdrawing character and enhanced stability under standard reaction conditions. The molecule serves as a valuable building block in the synthesis of functionalized polycyclic systems and halogenated intermediates for materials science applications.

Application

1,2,3-Tribromobenzene serves as a valuable building block in the synthesis of complex aromatic systems, enabling direct substitution and coupling reactions via its three bromine substituents. Its high functional group density facilitates sequential cross-coupling processes, particularly in palladium-catalyzed transformations. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Chandrasoma, Nalin; Brown, Neil; Brassfield, Allen; Nerurkar, Alok; Suarez, Susana; Buszek, Keith R. Tetrahedron Letters, 2013 , vol. 54, # 8 p. 913 - 917
  • Route2

    References

    • Menzel, Karsten; Fisher, Ethan L.; DiMichele, Lisa; Frantz, Doug E.; Nelson, Todd D.; Kress, Michael H. Journal of Organic Chemistry, 2006 , vol. 71, # 5 p. 2188 - 2191
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    References

    • Mongin, Florence; Marzi, Elena; Schlosser, Manfred European Journal of Organic Chemistry, 2001 , # 14 p. 2771 - 2777

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   0
  • LogP   3.9741
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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