Phenazine

Phenazine
Skeletal formula of phenazine
Ball-and-stick model
Names
Preferred IUPAC name
Phenazine[1]
Other names
Dibenzopyrazine
9,10-Diazaanthracene
Azophenylene
acridizine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.995 Edit this at Wikidata
UNII
  • InChI=1S/C12H8N2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8H checkY
    Key: PCNDJXKNXGMECE-UHFFFAOYSA-N checkY
  • InChI=1/C12H8N2/c1-2-6-10-9(5-1)13-11-7-3-4-8-12(11)14-10/h1-8H
    Key: PCNDJXKNXGMECE-UHFFFAOYAM
  • n1c3c(nc2c1cccc2)cccc3
Properties
C12H8N2
Molar mass 180.21 g/mol
Appearance yellow to brown crystalline powder
Density 1.25g/cm3
Melting point 174–177 °C (345–351 °F; 447–450 K)
Boiling point 357.2 °C (675.0 °F; 630.3 K) at 760 mmHg
insoluble in water
Hazards
Flash point 160.3 °C (320.5 °F; 433.4 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Phenazine is an organic compound with the formula (C6H4)2N2. It is a dibenzo annulated pyrazine, and the parent substance of many dyestuffs, such as the toluylene red, indulines, and safranines (and the closely related eurhodines).[2] Phenazine crystallizes in yellow needles, which are only sparingly soluble in alcohol. Sulfuric acid dissolves it, forming a deep-red solution.

  1. ^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 211. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ Horst Berneth (2012). "Azine Dyes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a03_213.pub3. ISBN 978-3527306732.