Tosyl azide
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| Tosyl azide | |
|---|---|
 | |
| IUPAC name 4-Methylbenzenesulfonyl azide | |
| Other names p-Toluenesulfonyl azide; p-Tosyl azide; p-Toluenesulfonazide; TsN3 | |
| Identifiers | |
| CAS number | 941-55-9  |
| PubChem | 13661 |
| ChemSpider | 13072 |
| EC number | 213-381-5 |
| Jmol-3D images | {{#if:O=S(=O)([N-][N+]#N)c1ccc(cc1)C|Image 1 |
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| Properties[1] | |
| Molecular 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 | 110–115 °C at 0.001 mmHg |
| Except where noted otherwise, 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.[1]
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]
Safety
Tosyl Azide is one of the more stable azide compounds but is still regarded as a potential explosive and should be carefully stored.
See also
References
- ↑ 1.0 1.1 1.2 1.3 Heydt, H.; Regitz, M.; Mapp, A. K.; Chen, B. (2008). "p-Toluenesulfonyl Azide". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rt141.pub2.
- ↑ Curphey, T. J. (1981). "Preparation of p-Toluenesulfonyl Azide. A Cautionary Note". Organic Preparations and Procedures International 13 (2): 112–115. doi:10.1080/00304948109356105.
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