1,4-thiazine

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Structural formula
Structural formula of 1,4-thiazine
2 H -1,4-thiazine
General
Surname 1,4-thiazine
Molecular formula C 4 H 5 NS
Brief description

colorless liquid

External identifiers / databases
CAS number 290-57-3
PubChem 15789247
Wikidata Q30938754
properties
Molar mass 99.15 g mol −1
Physical state

liquid

boiling point

76.5-77 ° C

pK s value

5.6

solubility

miscible with water

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1,4-thiazine is the simplest chemical compound from the group of thiazines .

Extraction and presentation

1,4-Thiazine can be obtained by reducing the imide of mercaptoacetic acid with aluminum powder at elevated temperatures.

properties

1,4-thiazine is a colorless liquid that is miscible with water and has an ammoniacal odor with a slight additional smell of sauerkraut. It forms stable salts with picric acid , hydrogen chloride and hexachloroplatinic acid .

From the compound theoretically exist three tautomeric forms and although 4 H - 2 H -1,4-thiazine and 1λ 4 , 4-thiazine. Most of the derivatives of 1,4-thiazine are in the 2 H form, which also applies to the parent compound. The most important 4 H derivatives are the phenothiazines , which are used in pharmacology and dye chemistry. From 1λ 4 , from 4 to 1.4-thiazine few derivatives are known.

Individual evidence

  1. a b c d e f Charles Barkenbus, Phillip S. Landis: The Preparation of 1,4-Thiazine. In: Journal of the American Chemical Society . 70, 1948, pp. 684-685, doi : 10.1021 / ja01182a075 .
  2. a b c D. Angerhöfer, Heinz Dehne, Günther Klar, Harun Parlar, Wolf-Diethard Pfeiffer: Houben-Weyl Methods of Organic Chemistry Vol. E 9a, 4th Edition Supplement Hetarenes IV (Six-Membered Rings and Larger Hetero-Rings with Maximum unsaturation) . Georg Thieme Verlag, 2014, ISBN 3-13-181484-5 , p. 428 ( limited preview in Google Book search).
  3. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  4. Entry on thiazines. In: Römpp Online . Georg Thieme Verlag, accessed on May 22, 2019.
  5. ^ AR Katritzky, AJ Boulton: Advances in Heterocyclic Chemistry . Academic Press, 1981, ISBN 978-0-08-057611-4 , pp. 296 ( limited preview in Google Book search).