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
Other names Lithol, Fast Yellow 1840
Identifiers
CAS Number	36888-99-0
3D model (JSmol)	Interactive image
ChemSpider	4590022
ECHA InfoCard	100.048.399
EC Number	253-256-2
PubChem CID	5488898
CompTox Dashboard (EPA)	DTXSID7068007
InChI 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
SMILES O=C1NC(=O)NC(=O)C1=C2c3ccccc3C(N2)=C4C(=O)NC(=O)NC4=O
Properties
Chemical formula	C16H9N5O6
Appearance	orange solid
Density	1.742 g/cm^3
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

The species is prepared by addition of ammonia to o-phthalonitrile to give the diiminoisoindoline, 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