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CS-W001157 4
Total: USD 88.00

4-Bromobenzenesulfonic acid

  • CAS No. 138-36-3

  • Cat. No. CS-0157410
  • Purity≥98%
  • MDL No.MFCD04972106

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

4-Bromobenzenesulfonic acid|CS-0157410

Structure of 138-36-3

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General Information

  • CAS No. 138-36-3
  • Cat. No. CS-0157410
  • Purity ≥98%
  • MDL No. MFCD04972106
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrO₃S
  • Molecular Weight 237.07
  • Synonym(s) p-Bromophenylsulfonic acid
  • SMILES C1=C(C=CC(=C1)S(=O)(=O)O)Br

Description

4-Bromobenzenesulfonic acid features a bromine substituent at the para position relative to a sulfonic acid group, creating a strongly electron-withdrawing functionality. This configuration enhances its reactivity in electrophilic substitution and facilitates coupling reactions under mild conditions. The compound exhibits high solubility in polar solvents and stability under standard bench handling, making it well-suited for synthetic applications in pharmaceutical intermediates and functional materials.

Application

4-Bromobenzenesulfonic acid serves as a versatile building block in synthetic organic chemistry, enabling efficient sulfonation-directed functionalization and transition-metal-catalyzed coupling reactions. Its bromo group facilitates palladium-catalyzed cross-couplings, while the sulfonic acid moiety provides water solubility and serves as a directing group or temporary handle for further derivatization. The compound exhibits excellent bench stability and is compatible with a range of reaction conditions, making it a practical choice for constructing complex aromatic scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • null|null
      108-86-1
    • ~81%
    • In-stock
      4-Bromobenzenesulfonic acid|CS-0157410
      138-36-3

    References

    • Hajipour, Abdol R.; Mirjalili, Bi Bi F.; Zarei, Amin; Khazdooz, Leila; Ruoho Tetrahedron Letters, 2004 , vol. 45, # 35 p. 6607 - 6609
  • Route2

    References

    • Shefer, Neta; Carmeli, Mira; Rozen, Shlomo Tetrahedron Letters, 2007 , vol. 48, # 46 p. 8178 - 8181
  • Route3

    References

    • Tanaka, Hideo; Kikuchi, Ryo; Torii, Sigeru Bulletin of the Chemical Society of Japan, 1996 , vol. 69, # 5 p. 1391 - 1396

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-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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