Para Toluene Sulfonyl Chloride

Para Toluene Sulfonyl Chloride

CAS Number:98‑59‑9

Synonyms:p‑Toluenesulfonyl chloride; Tosyl chloride; TsCl; p‑TsCl; 4‑methylbenzenesulfonyl chloride

Chemical Formula:C₇H₇ClO₂S

Molecular Weight:190.65 g/mol

Overview

A white, malodorous crystalline solid. p‑TsCl is a highly versatile reagent in organic synthesis, particularly for converting hydroxyl and amine groups into tosylates— excellent leaving groups— and commonly used in protecting group strategies and esterifications.

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Physical & Chemical Properties

Property Value
Appearance White crystalline solid
Melting Point 65–69 °C
Boiling Point ~134 °C (under 10 mmHg)
Vapor Pressure ~1 mm Hg @ 88 °C
Solubility Reacts with water / insoluble in water
Flash Point ~128 °C (solid)

Applications

  • Tosylation of alcohols/amines to generate tosylate leaving groups
  • Protecting group in multistep syntheses
  • Used in esterification and thioesterification strategies

Safety & Handling:

  • Releases HCl on moisture contact; corrosive and irritant. NFPA Health 3, Fire 1. Use PPE, gloves, goggles, and work under dry, ventilated conditions. Store sealed and dry.

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