Thiazine

1,4-Thiazine
Names
Preferred IUPAC name
4H-1,4-Thiazine
Other names
Parathiazine
Identifiers
3D model (JSmol)
ChemSpider
  • 1,2: InChI=1S/C4H5NS/c1-2-4-6-5-3-1/h1-5H
    Key: AGIJRRREJXSQJR-UHFFFAOYSA-N
  • 1,3: InChI=1S/C4H5NS/c1-2-5-4-6-3-1/h1-3H,4H2
    Key: NTYABNDBNKVWOO-UHFFFAOYSA-N
  • 1,4: InChI=1S/C4H5NS/c1-3-6-4-2-5-1/h1-5H
    Key: ZOXMLSDKXHNVOQ-UHFFFAOYSA-N
  • 1,2: C1=CNSC=C1
  • 1,3: C1N=CC=CS1
  • 1,4: C\1=C\N\C=C/S/1
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

1,4-thiazine can be prepared from the corresponding dione using aluminium powder at high temperature.[1]

Synthesis of 1,4-thiazine.
Synthesis of 1,4-thiazine.

Tautomers

Three tautomers of 1,4-thiazine exist as above.

See also

References

  1. ^ 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.