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CS-W001157 4
Total: USD 88.00

2,4,6-Trimethylbenzenesulfonamide

  • CAS No. 4543-58-2

  • Cat. No. CS-0186497
  • Molecule weight199.27
  • Purity≥97%
  • MDL No.MFCD00463245

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

2,4,6-Trimethylbenzenesulfonamide|CS-0186497

Structure of 4543-58-2

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General Information

  • CAS No. 4543-58-2
  • Cat. No. CS-0186497
  • Purity ≥97%
  • MDL No. MFCD00463245
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₃NO₂S
  • Molecular Weight 199.27
  • Synonym(s) Benzenesulfonamide, 2,4,6-trimethyl- (9CI)
  • SMILES CC1=CC(=C(C(=C1)C)S(=O)(=O)N)C

Description

2,4,6-Trimethylbenzenesulfonamide features a sterically hindered aromatic core with a sulfonamide group, offering enhanced stability and resistance to hydrolysis. The methyl substituents provide electron-donating effects and improve solubility in organic solvents. This compound serves as a robust scaffold for pharmaceutical intermediates and catalyst design.

Application

2,4,6-Trimethylbenzenesulfonamide serves as a robust sulfonamide building block in synthetic organic chemistry, offering enhanced stability and solubility due to its sterically hindered aryl core. Its tertiary sulfonamide functionality enables reliable coupling reactions and acts as a versatile handle in medicinal chemistry applications, particularly in the construction of kinase inhibitors and other bioactive scaffolds. The molecule exhibits excellent bench stability, facilitating straightforward handling and purification in standard laboratory workflows.

Synthesis

  • Route1

    References

    • Hayashi, Tamio; Kawai, Masahiro; Tokunaga, Norihito Angewandte Chemie - International Edition, 2004 , vol. 43, # 45 p. 6125 - 6128
  • Route2
    • null|null
      161452-12-6
    • ~94%
    • In-stock
      2,4,6-Trimethylbenzenesulfonamide|CS-0186497
      4543-58-2

    References

    • Mahalingam; Wu, Xiongyu; Wan, Yiqian; Alterman, Mathias Synthetic Communications, 2005 , vol. 35, # 3 p. 417 - 425
  • Route3
    • In-stock
      2-Mesitylenesulfonyl chloride|CS-W007703
      773-64-8
    • null|null
      1336-21-6
    • ~%
    • In-stock
      2,4,6-Trimethylbenzenesulfonamide|CS-0186497
      4543-58-2

    References

    • THE NUTRASWEET COMPANY, (a Delaware corporation) Patent: EP299533 A2, 1989 ;

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   60.16
  • LogP   1.25926
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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