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CS-W001157 4
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2,4,6-Trimethylbenzenesulfonohydrazide

  • CAS No. 16182-15-3

  • Cat. No. CS-0153362
  • Molecule weight214.29
  • Purity≥96%
  • MDL No.MFCD00007585

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

2,4,6-Trimethylbenzenesulfonohydrazide|CS-0153362

Structure of 16182-15-3

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General Information

  • CAS No. 16182-15-3
  • Cat. No. CS-0153362
  • Purity ≥96%
  • MDL No. MFCD00007585
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₄N₂O₂S
  • Molecular Weight 214.29
  • Synonym(s) 2,4,6-Trimethylbenzenesulfonyl Hydrazide
  • SMILES CC1=CC(=C(C(=C1)C)S(=O)(=O)NN)C

Description

2,4,6-Trimethylbenzenesulfonohydrazide features a sterically hindered aromatic sulfonohydrazide core that enhances stability and facilitates selective coupling reactions. The trimethyl substitution pattern imparts solubility in organic solvents while maintaining bench-stable handling characteristics. This compound serves as a robust scaffold for synthesizing hydrazide-based bioconjugates and functional materials.

Application

2,4,6-Trimethylbenzenesulfonohydrazide serves as a stable, bench-ready building block for the synthesis of sulfonamide-containing heterocycles and hydrazine-based reagents. Its ortho-methyl groups enhance steric protection and improve crystallinity, facilitating purification. The hydrazide moiety enables reliable condensation reactions with carbonyl compounds and participates in cyclization cascades, making it a practical tool for constructing biologically relevant scaffolds in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • WO2003/72553 A1, ; Page/Page column 135 ;
  • Route2

    References

    • Antimicrobial Agents and Chemotherapy, , vol. 46, # 8 p. 2450 - 2457

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02,GHS07
Signal Word : Danger
UN#: 1325
Class : 4.1
Packing Group : Ⅱ
Hazard Statements : H228-H315-H319-H335
Precautionary Statements : P210-P240-P241-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P405-P501

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Computational Chemistry Data

  • TPSA   72.19
  • LogP   0.76386
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   2

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