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CS-W001157 4
Total: USD 88.00

4-Acetylbenzenesulfonyl chloride

  • CAS No. 1788-10-9

  • Cat. No. CS-0037766
  • Purity≥95%
  • MDL No.None

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

4-Acetylbenzenesulfonyl chloride|CS-0037766

Structure of 1788-10-9

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General Information

  • CAS No. 1788-10-9
  • Cat. No. CS-0037766
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO₃S
  • Molecular Weight 218.66
  • Synonym(s) P-ACETYL-BENZENESULFONYL CHLORIDE; 4-Acetylbenzenesulfonyl chloride
  • SMILES CC(=O)C1=CC=C(C=C1)S(=O)(=O)Cl

Description

4-Acetylbenzenesulfonyl chloride features a sulfonyl chloride group flanked by an electron-withdrawing acetyl substituent, enabling selective acylation in synthetic transformations. This bench-stable reagent integrates efficiently into complex molecule assembly, particularly in pharmaceutical intermediates and functionalized aromatic systems.

Application

4-Acetylbenzenesulfonyl chloride serves as a versatile sulfonylating agent for the synthesis of sulfonamide derivatives and functionalized aromatic systems. Its acetyl group enables subsequent transformations such as Claisen condensations or enolate-mediated functionalizations, while the sulfonyl chloride moiety facilitates efficient coupling with amines under mild conditions. The molecule exhibits good bench stability and is compatible with common protecting groups, making it a practical choice for building complex scaffolds in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • 1-(4-Aminophenyl)ethanone Clenbuterol Impurity|CS-0229065
      99-92-3
    • ~55%
    • In-stock
      4-Acetylbenzenesulfonyl chloride|CS-0037766
      1788-10-9

    References

    • Wagman; Wang; Nuss Journal of Organic Chemistry, 2000 , vol. 65, # 26 p. 9103 - 9113
  • Route2
    • null|null
      3283-79-2
    • ~60%
    • In-stock
      4-Acetylbenzenesulfonyl chloride|CS-0037766
      1788-10-9

    References

    • Ludwig, Miroslav; Stverka, Pavel Collection of Czechoslovak Chemical Communications, 1996 , vol. 61, # 8 p. 1205 - 1214
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 135, # 29 p. 10638 - 10641

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314-H318
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   51.21
  • LogP   1.8167
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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