Pigment Yellow 14

Pigment Yellow 14
Identifiers
CAS Number	5468-75-7;
3D model (JSmol)	Interactive image;
ChemSpider	21172150;
ECHA InfoCard	100.024.354
EC Number	226-789-3;
PubChem CID	93006;
UNII	586X0864EC;
CompTox Dashboard (EPA)	DTXSID9027601 ;
	InChI InChI=1S/C34H30Cl2N6O4/c1-19-9-5-7-11-27(19)37-33(45)31(21(3)43)41-39-29-15-13-23(17-25(29)35)24-14-16-30(26(36)18-24)40-42-32(22(4)44)34(46)38-28-12-8-6-10-20(28)2/h5-18,31-32H,1-4H3,(H,37,45)(H,38,46) Key: LQZFGPJGXVFSTR-UHFFFAOYSA-N;
	SMILES CC1=CC=CC=C1NC(=O)C(C(=O)C)N=NC2=C(C=C(C=C2)C3=CC(=C(C=C3)N=NC(C(=O)C)C(=O)NC4=CC=CC=C4C)Cl)Cl;
Properties
Chemical formula	C34H30Cl2N6O4
Molar mass	657.55 g·mol−1
Appearance	yellow solid
Density	1.41 g/cm3
Hazards
	GHS labelling:
Hazard statements	H413
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 14 is an organic compound classified as an azo compound. It is a commercial 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 xylyl groups are replaced by an ortho tolyl.^[2] It is often depicted as an azo (-N=N-) structure, but according to X-ray crystallography closely related compounds exist as the keto-hydrazide tautomers.^[1]

References

^ ^a ^b Barrow, M. (2002). "The crystal and molecular structures of three diarylide yellow pigments, C. I. Pigments Yellow 13, 14 and 63". Dyes and Pigments. 55 (2–3): 79–89. doi:10.1016/S0143-7208(02)00068-2.
^ 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.