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CS-W001157 4
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2-Chloro-5-(chlorosulfonyl)benzoic acid

  • CAS No. 137-64-4

  • Cat. No. CS-0142971
  • Purity≥97%
  • MDL No.MFCD00024881

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

2-Chloro-5-(chlorosulfonyl)benzoic acid|CS-0142971

Structure of 137-64-4

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General Information

  • CAS No. 137-64-4
  • Cat. No. CS-0142971
  • Purity ≥97%
  • MDL No. MFCD00024881
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄Cl₂O₄S
  • Molecular Weight 255.08
  • Synonym(s) NSC 137839
  • SMILES O=C(O)C1=CC(S(=O)(Cl)=O)=CC=C1Cl

Description

2-Chloro-5-(chlorosulfonyl)benzoic acid features a dual functionalization pattern with a chlorosulfonyl group and carboxylic acid moiety positioned ortho to each other on the aromatic ring. This configuration enables direct incorporation into sulfonamide couplings or derivatization via nucleophilic substitution, offering a streamlined route to bioactive sulfonated compounds. The molecule exhibits enhanced reactivity under mild conditions due to the electron-withdrawing influence of the chlorosulfonyl group adjacent to the carboxylic acid.

Application

2-Chloro-5-(chlorosulfonyl)benzoic acid serves as a versatile building block for sulfonamide and sulfonic acid derivatives, enabling efficient functionalization in heterocyclic synthesis. Its orthogonal reactivity profile—combining a carboxylic acid with a highly electrophilic chlorosulfonyl group—facilitates selective transformations under mild conditions. The molecule exhibits excellent bench stability and compatibility with common protecting groups, making it ideal for iterative synthetic sequences in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • 2-Chlorobenzoic acid Mesalazine  Impurity|CS-0229161
      118-91-2
    • ~83%
    • In-stock
      2-Chloro-5-(chlorosulfonyl)benzoic acid|CS-0142971
      137-64-4

    References

    • Pfizer Inc. Patent: US6207829 B1, 2001 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
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   71.44
  • LogP   1.9657
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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