Pigment yellow 139

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]

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

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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