|Jmol-3D images||Image 1|
|Molar mass||135.19 g mol−1|
2 °C, 275 K, 36 °F
227-228 °C, 500-501 K, 441-442 °F
|Supplementary data page|
| Structure and
|n, εr, etc.|
| Phase behaviour|
Solid, liquid, gas
|Spectral data||UV, IR, NMR, MS|
| (what is: / ?) |
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Benzothiazole is an aromatic heterocyclic compound with the chemical formula Template:Chem/link. It is colorless, slightly viscous liquid. Although the parent compound, benzothiazole is not widely used, many of its derivatives are found in commercial products or in nature. A derivative of benzothiazole is the light-emitting component of luciferin, found in fireflies.
Structure and preparation
- C6H4(NH2)SH + RC(O)Cl → C6H4(NH)SCR + HCl + H2O
This heterocyclic scaffold is readily substituted at the unique methyne centre in the thiazole ring. Its a thermally stable electron-withdrawing moiety with numerous applications in dyes such as thioflavin. Some drugs contain this group, an example being riluzole. The heterocycle is found in nature. Accelerators for the vulcanization of rubber are based on 2-mercaptobenzothiazole. This ring is a potential component in nonlinear optics (NLO).
- Benzothiazoles are related to thiazoles, which lack the fused benzene ring.
- Benzoxazoles, which substitute an oxygen for the sulfur atom.