Pigment yellow 139

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
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/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]

The species is prepared by addition of ammonia to o-phthalonitrile to give the diiminoisoindoline, which in turn condenses with barbituric acid.^[2]

References[]

^ K. Hunger. W. Herbst "Pigments, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2012. doi:10.1002/14356007.a20_371
^ 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

[Ullmann1-1] 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

[1]

[2]