4-Toluenesulfonyl chloride

4-Toluenesulfonyl chloride
Names
Preferred IUPAC name
4-Methylbenzene-1-sulfonyl chloride
Other names
Tosyl chloride, p-toluenesulfonyl chloride, p-TsCl, TsCl
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.441 Edit this at Wikidata
UNII
  • InChI=1S/C7H7ClO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3 checkY
    Key: YYROPELSRYBVMQ-UHFFFAOYSA-N checkY
  • InChI=1/C7H7ClO2S/c1-6-2-4-7(5-3-6)11(8,9)10/h2-5H,1H3
    Key: YYROPELSRYBVMQ-UHFFFAOYAN
  • O=S(Cl)(=O)c1ccc(cc1)C
Properties
C7H7ClO2S
Molar mass 190.65 g/mol
Appearance White solid
Melting point 65 to 69 °C (149 to 156 °F; 338 to 342 K)
Boiling point 134 °C (273 °F; 407 K) at 10 mmHg
Reacts with water
Hazards[1]
Occupational safety and health (OHS/OSH):
Main hazards
 Releases HCl on contact with water
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
1
0
Flash point 128 °C (262 °F; 401 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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4-Toluenesulfonyl chloride (p-toluenesulfonyl chloride, toluene-p-sulfonyl chloride) is an organic compound with the formula CH3C6H4SO2Cl. This white, malodorous solid is a reagent widely used in organic synthesis.[2] Abbreviated TsCl or TosCl, it is a derivative of toluene and contains a sulfonyl chloride (−SO2Cl) functional group.

  1. ^ "P-TOLUENESULFONYL CHLORIDE (TOSYL CHLORIDE)".
  2. ^ Whitaker, D. T.; Whitaker, K. S.; Johnson, C. R.; Haas, J. (2006). "P-Toluenesulfonyl Chloride". p-Toluenesulfonyl Chloride. Encyclopedia of Reagents for Organic Synthesis. New York: John Wiley. doi:10.1002/047084289X.rt136.pub2. ISBN 978-0471936237. Archived from the original on 2016-03-05. Retrieved 2013-05-28.