Pigment yellow 139
Names
Preferred IUPAC name
5,5′-(1H-Isoindole-1,3(2H)-diylidene)di(1,3-diazinane-2,4,6-trione)
Other names
Lithol, Fast Yellow 1840
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.048.399
EC Number
  • 253-256-2
UNII
  • InChI=1S/C16H9N5O6/c22-11-7(12(23)19-15(26)18-11)9-5-3-1-2-4-6(5)10(17-9)8-13(24)20-16(27)21-14(8)25/h1-4,17H,(H2,18,19,22,23,26)(H2,20,21,24,25,27)
    Key: JSBMGPVJAADXIZ-UHFFFAOYSA-N
  • O=C1NC(=O)NC(=O)C1=C2c3ccccc3C(N2)=C4C(=O)NC(=O)NC4=O
Properties
C16H9N5O6
Appearance orange solid
Density 1.742 g/cm3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Pigment yellow 139 is an organic compound that is used as a yellow-orange pigment. It is classified as a derivative of isoindoline. This yellow-orange solid is virtually insoluble in most solvents.[1]

It is prepared by addition of ammonia to phthalonitrile to give diiminoisoindole, which in turn condenses with barbituric acid.[2]

References

  1. ↑ K. Hunger. W. Herbst "Pigments, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2012. doi:10.1002/14356007.a20_371
  2. ↑ Volker Radtke, Peter Erk andBenno Sens "Isoindoline Pigments" in Edwin B. Faulkner, Russell J. Schwartz in High Performance Pigments. Edited by Edwin B. Faulkner and Russell J. Schwartz, Wiley-VCH, Weinheim. 2009. doi:10.1002/9783527626915.ch14
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