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2-Bromobenzenesulfonamide

  • CAS No. 92748-09-9

  • Cat. No. CS-0022414
  • Purity≥97%
  • MDL No.MFCD00173662

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

2-Bromobenzenesulfonamide|CS-0022414

Structure of 92748-09-9

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General Information

  • CAS No. 92748-09-9
  • Cat. No. CS-0022414
  • Purity ≥97%
  • MDL No. MFCD00173662
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO₂S
  • Molecular Weight 236.09
  • Synonym(s) o-Bromobenzenesulfonamide; 2-Bromobenzenesulfonamide; 2-Bromobenzenesulphonamide
  • SMILES O=S(C1=CC=CC=C1Br)(N)=O

Description

2-Bromobenzenesulfonamide features a bromine atom at the ortho position relative to the sulfonamide group, enhancing its electrophilic character and enabling selective functionalization in synthetic transformations. This bench-stable compound serves as a key intermediate in medicinal chemistry and materials science applications.

Application

2-Bromobenzenesulfonamide serves as a versatile building block in medicinal chemistry, enabling the construction of sulfonamide-containing heterocycles and bioactive scaffolds. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the sulfonamide group offers hydrogen-bonding capacity and metabolic stability. The compound exhibits excellent bench stability and is compatible with diverse functional groups, simplifying purification and integration into multi-step syntheses.

Synthesis

  • Route1

    References

    • Liebigs Annalen, , # 7 p. 1253 - 1258

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-P280-P302+P352

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Computational Chemistry Data

  • TPSA   60.16
  • LogP   1.0965
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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