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Methyl 5-chloro-3-(chlorosulfonyl)thiophene-2-carboxylate

  • CAS No. 126910-68-7

  • Cat. No. CS-0150872
  • Purity≥95%
  • MDL No.MFCD09032981

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

Methyl 5-chloro-3-(chlorosulfonyl)thiophene-2-carboxylate|CS-0150872

Structure of 126910-68-7

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General Information

  • CAS No. 126910-68-7
  • Cat. No. CS-0150872
  • Purity ≥95%
  • MDL No. MFCD09032981
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄Cl₂O₄S₂
  • Molecular Weight 275.13
  • Synonym(s) Methyl 5-Chloro-3-Chlorosulfonyl-Thiophene-2-Carboxylate
  • SMILES COC(=O)C1=C(C=C(Cl)S1)S(=O)(=O)Cl

Description

Methyl 5-chloro-3-(chlorosulfonyl)thiophene-2-carboxylate features a thiophene core bearing strategically positioned chloro and chlorosulfonyl groups, enabling direct functionalization at the 5-position. The electrophilic chlorosulfonyl moiety facilitates sulfonation or displacement reactions under mild conditions. This bench-stable reagent integrates efficiently into heterocyclic synthesis workflows, offering precise control over substitution patterns in advanced pharmaceutical intermediates.

Application

Methyl 5-chloro-3-(chlorosulfonyl)thiophene-2-carboxylate serves as a versatile building block for the synthesis of substituted thiophene derivatives. The chlorosulfonyl group enables direct nucleophilic substitution, while the methyl ester and adjacent chlorine facilitate further functionalization. This compound exhibits good bench stability and compatibility with standard coupling and cyclization protocols, making it valuable for constructing bioactive heterocyclic scaffolds in medicinal chemistry and agrochemical research.

Safety Information

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

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Computational Chemistry Data

  • TPSA   60.44
  • LogP   2.1156
  • H_Acceptors   5
  • H_Donors   0
  • Rotatable_Bonds   2

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