Pigment Yellow 12

Pigment Yellow 12
Names
	Other names Benzidine yellow, Diarylanilide Yellow
Identifiers
CAS Number	6358-85-6;
3D model (JSmol)	Interactive image;
ChemSpider	7844696;
ECHA InfoCard	100.026.170
EC Number	228-787-8;
PubChem CID	186342;
UNII	N52TUS5TRY;
CompTox Dashboard (EPA)	DTXSID1021451 ;
	InChI InChI=1S/C32H26Cl2N6O4/c1-19(41)29(31(43)35-23-9-5-3-6-10-23)39-37-27-15-13-21(17-25(27)33)22-14-16-28(26(34)18-22)38-40-30(20(2)42)32(44)36-24-11-7-4-8-12-24/h3-18,29-30H,1-2H3,(H,35,43)(H,36,44) Key: GNCOVOVCHIHPHP-UHFFFAOYSA-N;
	SMILES CC(=O)C(C(=O)NC1=CC=CC=C1)N=NC2=C(C=C(C=C2)C3=CC(=C(C=C3)N=NC(C(=O)C)C(=O)NC4=CC=CC=C4)Cl)Cl;
Properties
Chemical formula	C32H26Cl2N6O4
Molar mass	629.50 g·mol−1
Appearance	Yellow solid
Density	1.22
Melting point	320 °C (608 °F; 593 K)
Solubility in water	1mg/ml
Hazards
	GHS labelling:
Hazard statements	H412
Precautionary statements	P273, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Pigment Yellow 12 is an organic compound and an azo compound. It is a widely used yellow pigment. It is also classified as a diarylide pigment, being derived from 3,3'-dichlorobenzidine. It is closely related to Pigment Yellow 13, wherein the two phenyl groups are replaced by 2,4-xylyl.^[1] According to X-ray crystallography, the molecule is nearly planar and exists as the keto-hydrazide tautomer.^[2]

References

^ K. Hunger; W. Herbst (2012). "Pigments, Organic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a20_371. ISBN 978-3-527-30673-2.
^ Barrow, Michael J.; Christie, Robert M.; Lough, Alan J.; Monteith, Jean E.; Standring, Paul N. (2000). "The Crystal Structure of C.I. Pigment Yellow 12". Dyes and Pigments. 45 (2): 153–160. doi:10.1016/S0143-7208(00)00017-6.