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CS-W001157 4
Total: USD 88.00

2-Bromobenzene-1,3,5-triol

  • CAS No. 84743-77-1

  • Cat. No. CS-0157696
  • Purity≥95%
  • MDL No.MFCD22056138

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

2-Bromobenzene-1,3,5-triol|CS-0157696

Structure of 84743-77-1

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General Information

  • CAS No. 84743-77-1
  • Cat. No. CS-0157696
  • Purity ≥95%
  • MDL No. MFCD22056138
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrO₃
  • Molecular Weight 205.01
  • Synonym(s) None
  • SMILES C1=C(C=C(C(=C1O)Br)O)O

Description

2-Bromobenzene-1,3,5-triol features a bromine substituent flanked by three hydroxyl groups on a benzene ring, creating a highly polar, electron-deficient scaffold. This arrangement enables direct coupling in cross-coupling reactions and serves as a key intermediate for functionalized aromatic systems in medicinal chemistry and materials science.

Application

2-Bromobenzene-1,3,5-triol serves as a versatile trifunctional building block for the synthesis of complex heterocycles and bioactive scaffolds. Its ortho-bromo and three phenolic hydroxyl groups enable selective metal-catalyzed coupling reactions, directed ortho-metalation, and regioselective derivatization. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      108-73-6
    • ~75%
    • In-stock
      2-Bromobenzene-1,3,5-triol|CS-0157696
      84743-77-1

    References

    • Dinesh, Chimmanamada U.; Kumar, Rajiv; Pandey, Bipin; Kumar, Pradeep Journal of the Chemical Society, Chemical Communications, 1995 , # 6 p. 611 - 612
  • Route2
    • In-stock
      2,4,6-Tribromobenzene-1,3,5-triol|CS-0188304
      3354-82-3
    • ~%
    • null|null
      108-73-6
    • 2,4-Dibromobenzene-1,3,5-triol|CS-0060118
      84743-75-9
    • In-stock
      2-Bromobenzene-1,3,5-triol|CS-0157696
      84743-77-1

    References

    • Kiehlmann, E.; Lauener, R. W. Canadian Journal of Chemistry, 1989 , vol. 67, p. 335 - 344
  • Route3

    References

    • Kiehlmann, E.; Lauener, R. W. Canadian Journal of Chemistry, 1989 , vol. 67, p. 335 - 344

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+H312+H332-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   60.69
  • LogP   1.5659
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   0

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