Tosyl azide

Tosyl azide
IUPAC name

4-Methylbenzenesulfonyl azide
Other names

p-Toluenesulfonyl azide; p-Tosyl azide; p-Toluenesulfonazide
Identifiers
CAS number 941-55-9 Y
PubChem 13661
ChemSpider 13072
EC number 213-381-5
Jmol-3D images Image 1
Properties[1]
Molecular formula C7H7N3O2S
Molar mass 197.21 g mol−1
Appearance Oily colorless liquid
Density 1.286 g/cm3
Melting point

21-22 °C, 294-295 K, 70-72 °F
Boiling point

110–115 °C at 0.001 mmHg
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Tosyl azide is a reagent used in organic synthesis.[1]

Contents

Uses

Tosyl azide is used for the introduction of azide and diazo functional groups.[1] It is also used as a nitrene source and as a substrate for [3+2] cycloaddition reactions.[1]

Preparation

Tosyl azide can be prepared by the reaction of tosyl chloride with sodium azide in aqueous acetone.[2]

See also

References

  1. ^ a b c d "p-Toluenesulfonyl Azide". Heydt, Heinrich; Regitz, Manfred. Encyclopedia of Reagents for Organic Synthesis (2001)
  2. ^ Curphey, Thomas J. (1981). "Preparation of p-toluenesulfonyl azide. A cautionary note". Organic Preparations and Procedures International ( 13 (2): 112–115.