Methane sulfonyl chloride

Methane sulfonyl chloride

CAS Number:124‑63‑0

Chemical Formula:CH₃SO₂Cl

Overview

A moisture-sensitive, colorless to pale-yellow liquid with a pungent, acrid odor. Highly reactive toward water, alcohols, amines, and nucleophiles—critical as a reagent to install the mesyl (Ms) group.

Quick Comparison

Feature MSA MSC
Physical Form Clear, colorless liquid Colorless to pale-yellow liquid
Main Function Strong, non-oxidizing acid Sulfonyl chloride reagent
Key Uses Catalysis, cleaning, plating, API salts Mesylation, sulfonamide formation, intermediates
Safety Corrosive acid, biodegradable Toxic, corrosive, lachrymator
Storage Needs Airtight, dry, cool Inert gas, refrigerated, moisture-free

Key Physical Properties

  • Molecular weight: 114.55 g/mol
  • Density: ~1.48 g/mL at 20–25 °C
  • Melting point: –32 to –33 °C
  • Boiling point: ~161 °C (at 730–760 mmHg)
  • Refractive index: ~1.452 n20//D_{20//D}20//D​

Applications

  • A go-to sulfonylating agent—used to convert alcohols into good leaving groups, amines into sulfonamides, and for preparing mesylates in carbohydrate chemistry.
  • Pharma & agrochemical intermediate—for synthesizing active ingredients and specialty chemicals.
  • Utilized in activation reactions—e.g., carboxylic acids, lactones, cycloadditions, and boronic ester formation.
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