Tosyl azide

Tosyl azide

Names
IUPAC name 4-Methylbenzenesulfonyl azide
Other names p-Toluenesulfonyl azide; p-Tosyl azide; p-Toluenesulfonazide; TsN3
Identifiers
CAS Number	941-55-9 Y
3D model (JSmol)	Interactive image
ChemSpider	13072
ECHA InfoCard	100.012.164
EC Number	213-381-5
PubChem CID	13661
InChI InChI=1S/C7H7N3O2S/c1-6-2-4-7(5-3-6)13(11,12)10-9-8/h2-5H,1H3
SMILES O=S(=O)([N-][N+]#N)c1ccc(cc1)C
Properties
Chemical formula	C7H7N3O2S
Molar mass	197.21 g·mol−1
Appearance	Oily colorless liquid
Density	1.286 g/cm3
Melting point	21 to 22 °C (70 to 72 °F; 294 to 295 K)
Boiling point	110 to 115 °C (230 to 239 °F; 383 to 388 K) at 0.001 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Tosyl azide is a reagent used in organic synthesis.

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

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

Tosyl Azide is one of the more stable azide compounds but is still regarded as a potential explosive and should be carefully stored.