Thiazine
Appearance
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Names | |
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Preferred IUPAC name
4H-1,4-Thiazine | |
Other names
Parathiazine
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Identifiers | |
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3D model (JSmol)
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PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C4H5NS | |
Molar mass | 99.15 g·mol−1 |
Density | 0.8465 g/cm3 |
Boiling point | 76.5 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Thiazine /ˈθaɪəziːn/ is an organic compound containing a ring of four carbon, one nitrogen and one sulfur atom. There are three isomers of thiazine, 1,2-thiazine, 1,3-thiazine, and 1,4-thiazine, which differ by the arrangement of the nitrogen and sulfur atoms in the ring.
Derivatives of thiazine, often referred to as thiazines, are used for dyes, tranquilizers and insecticides.
Preparation
[edit]1,4-thiazine can be prepared from the corresponding dione using aluminium powder at high temperature.[1]
![Synthesis of 1,4-thiazine.](http://upload.wikimedia.org/wikipedia/commons/thumb/f/f8/1-4-thiazine-preparation.png/220px-1-4-thiazine-preparation.png)
Tautomers
[edit]![](http://upload.wikimedia.org/wikipedia/commons/thumb/3/30/Thiazine-tautomers.png/220px-Thiazine-tautomers.png)
Three tautomers of 1,4-thiazine exist as above.
See also
[edit]- Methylene blue, contains a related ring with nitrogen and a positively charged sulfur atom
- Phenothiazine, a thiazine fused with two benzene rings
- Thiomorpholine, a saturated analog of thiazine
References
[edit]- ^ Barkenbus, Charles; Landis, Phillip S. (February 1948). "The Preparation of 1,4-Thiazine". Journal of the American Chemical Society. 70 (2): 684–685. doi:10.1021/ja01182a075. ISSN 0002-7863.