Methyl 3-chlorosulfonylthiophene-2-carboxylate

Pharmaceutical Materials 2025-03-02

CAS Number: 59337-92-7

Molecular Formula: C6H5ClO4S2

Molecular Weight: 240.68 g/mol

Appearance: White to brown crystalline powder

Melting Point: 61-64°C

Usage: Used as a pharmaceutical intermediate.

 

Aspect Details
Name Methyl 3-Chlorosulfonylthiophene-2-carboxylate
Common Synonyms 3-(Chlorosulfonyl)thiophene-2-carboxylic acid methyl ester
CAS No. 137981-68-6
Molecular Formula C₆H₅ClO₄S₂
Molecular Weight 252.69 g/mol
Physical Properties
  • Appearance: Pale yellow to light-brown crystalline solid
  • Melting Point: Not explicitly stated but typically handled as a solid at room temperature
  • Solubility: Soluble in organic solvents like DCM, DMF, and DMSO; sparingly soluble in water
  • Density: Approximately 1.5-1.6 g/cm³ (estimated based on molecular structure)
Chemical Properties Features a thiophene ring substituted with a chlorosulfonyl group (-SO₂Cl) at the 3-position and a methyl ester group (-COOCH₃) at the 2-position. The chlorosulfonyl group is highly reactive, enabling nucleophilic substitution and addition reactions, while the ester group can undergo hydrolysis or transesterification.
Applications
  • Used as a key intermediate in the synthesis of sulfonamide-based pharmaceuticals and agrochemicals
  • Employed in the preparation of functional materials, such as polymers and liquid crystals
Safety Information
  • Handle with care due to the corrosive nature of the chlorosulfonyl group
  • Store in a cool, dry, and well-ventilated area away from moisture and incompatible materials

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