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2-Chloro-4-cyanobenzene-1-sulfonyl chloride

  • CAS No. 254749-11-6

  • Cat. No. CS-0157143
  • Purity≥98%
  • MDL No.MFCD00177089

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

2-Chloro-4-cyanobenzene-1-sulfonyl chloride|CS-0157143

Structure of 254749-11-6

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General Information

  • CAS No. 254749-11-6
  • Cat. No. CS-0157143
  • Purity ≥98%
  • MDL No. MFCD00177089
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₃Cl₂NO₂S
  • Molecular Weight 236.08
  • Synonym(s) 2-Chloro-4-cyanobenzenesulfonyl chloride
  • SMILES C1=CC(=C(C=C1C#N)Cl)S(=O)(=O)Cl

Description

2-Chloro-4-cyanobenzene-1-sulfonyl chloride features a dual functional handle: a reactive sulfonyl chloride group and a para-cyano substituent. This combination enables efficient coupling in synthetic routes requiring electron-deficient aryl scaffolds, particularly in pharmaceutical intermediates and agrochemical development. The molecule exhibits enhanced stability under standard bench conditions.

Application

2-Chloro-4-cyanobenzene-1-sulfonyl chloride serves as a versatile building block for sulfonamide-based scaffolds in medicinal chemistry. Its reactivity enables efficient coupling with amines to form sulfonyl amides under mild conditions, with the chloro and cyano groups offering orthogonal functionalization potential. Bench-stable and compatible with standard purification methods, it facilitates rapid access to diverse heterocyclic systems and API intermediates.

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H314-H317
Precautionary Statements : P260-P261-P264-P272-P280-P301+P330+P331-P302+P352-P304+P340-P362+P364-P363-P405-P501

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Computational Chemistry Data

  • TPSA   57.93
  • LogP   2.13918
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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