Phenoxazine

Phenoxazine
Names
	Preferred IUPAC name 10H-Phenoxazine
Identifiers
CAS Number	135-67-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:94057;
ChemSpider	60610;
ECHA InfoCard	100.004.737
PubChem CID	67278;
UNII	C2ZWT499SG ;
CompTox Dashboard (EPA)	DTXSID10159199 ;
	InChI 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;
	SMILES c1ccc2c(c1)Nc3ccccc3O2;
Properties
Chemical formula	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). Infobox references

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.

References

^ 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.
^ "Five- and six-membered rings with two or more heteroatoms". britannica.com.

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[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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See also

References