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CS-W001157 4
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3-Bromobenzenesulfonic acid

  • CAS No. 22033-09-6

  • Cat. No. CS-0197027
  • Purity≥95%
  • MDL No.None

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

3-Bromobenzenesulfonic acid|CS-0197027

Structure of 22033-09-6

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General Information

  • CAS No. 22033-09-6
  • Cat. No. CS-0197027
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrO₃S
  • Molecular Weight 237.07
  • Synonym(s) Benzenesulfonic acid, 3-bromo-
  • SMILES C1=CC(=CC(=C1)S(=O)(=O)O)Br

Description

3-Bromobenzenesulfonic acid features a bromine substituent at the meta position relative to the sulfonic acid group, enabling selective functionalization in aromatic substitution reactions. This configuration imparts enhanced solubility in polar solvents and stability under standard reaction conditions. The molecule serves as a key intermediate in the synthesis of dyes, pharmaceuticals, and specialty polymers.

Application

3-Bromobenzenesulfonic acid serves as a versatile building block for sulfonated aromatic systems, enabling direct functionalization in electrophilic substitution and transition-metal-catalyzed coupling reactions. Its bromo and sulfonic acid groups provide orthogonal reactivity for sequential transformations, while the sulfonic acid enhances solubility and facilitates purification. The compound exhibits excellent bench stability and is compatible with standard synthetic workflows.

Synthesis

  • Route1
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      98-11-3
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    • In-stock
      3-Bromobenzenesulfonic acid|CS-0197027
      22033-09-6

    References

    • Zeitschrift fuer Chemie, , p. 549
  • Route2
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      84615-13-4
    • ~%
    • In-stock
      3-Bromobenzenesulfonic acid|CS-0197027
      22033-09-6

    References

    • Journal of Organic Chemistry USSR (English Translation), , vol. 18, p. 2063 - 2067 Zhurnal Organicheskoi Khimii, , vol. 18, # 11 p. 2335 - 2340
  • Route3
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      86674-12-6
    • ~%
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      67-56-1
    • In-stock
      3-Bromobenzenesulfonic acid|CS-0197027
      22033-09-6
    • In-stock
      3-Bromo-N-methylbenzenesulfonamide|CS-0198952
      153435-79-1

    References

    • Journal of Organic Chemistry USSR (English Translation), , vol. 19, # 4 p. 671 - 675 Zhurnal Organicheskoi Khimii, , vol. 19, # 4 p. 761 - 766

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3265
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   54.37
  • LogP   1.6958
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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