Phenoxazine

Phenoxazine
Names
Preferred IUPAC name
10H-Phenoxazine[1]
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.004.737 Edit this at Wikidata
UNII
  • InChI=1S/C12H9NO/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H
    Key: TZMSYXZUNZXBOL-UHFFFAOYSA-N
  • InChI=1/C12H9NO/c1-3-7-11-9(5-1)13-10-6-2-4-8-12(10)14-11/h1-8,13H
    Key: TZMSYXZUNZXBOL-UHFFFAOYAS
  • c1ccc2c(c1)Nc3ccccc3O2
Properties
C12H9NO
Molar mass 183.210 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Phenoxazine is a heterocyclic compound. The structure of phenoxazine consists of an oxazine fused to two benzene rings. It occurs as the central core of a number of naturally occurring chemical compounds such as dactinomycin[2] and litmus. The dyes Nile blue and Nile red are also based on a phenoxazine core.

Phenoxazine dyes were once widely used for silk dyeing, but due to their lack of lightfastness they have disappeared over time from the market. However, since their light resistance is significantly better on acrylic fibers, these dyes have experienced a renaissance.

See also

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References

[edit]
  1. ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 216. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  2. ^ "Five- and six-membered rings with two or more heteroatoms". britannica.com.


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