Quinoline Yellow SS

Quinoline Yellow
Names
	Other names Quinoline Yellow, spirit soluble; Solvent Yellow 33; C.I. Solvent Yellow 33; D&C Yellow #10; Quinoline Yellow A; Quinoline yellow for microscopy; Yellow No. 204; C.I. 47000
Identifiers
CAS Number	8003-22-3 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	1536880
ChEBI	CHEBI:53700 ;
ChemSpider	6475 ;
ECHA InfoCard	100.029.378
EC Number	83-08-9;
PubChem CID	6731;
UNII	44F3HYL954 ;
CompTox Dashboard (EPA)	DTXSID00873130 DTXSID7024906, DTXSID00873130 ;
	InChI InChI=1S/C18H11NO2/c20-17-12-6-2-3-7-13(12)18(21)16(17)15-10-9-11-5-1-4-8-14(11)19-15/h1-10,16H Key: IZMJMCDDWKSTTK-UHFFFAOYSA-N ;
	SMILES O=C(c3ccccc3C4=O)/C4=C2Nc1ccccc1C=C\2;
Properties
Chemical formula	C18H11NO2
Molar mass	273.29 g/mol
Appearance	Yellow powder
Density	1.34 g/cm3
Melting point	240 °C (464 °F; 513 K)
Solubility in water	Insoluble
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Quinoline Yellow SS is a bright yellow dye with green shade. It is insoluble in water, but soluble in nonpolar organic solvents. Quinoline yellow is representative of a large class of quinophthalone pigments.^[1] It is suggested that quinoline yellow exhibits excited-state intramolecular proton transfer (ESIPT) behavior and the behavior might be the cause of its decent photostability, by recent spectroscopic study.^[2]

^ Volker Radtke "Quinophthalone Pigments" in High Performance Pigments (2nd Edition), Edited by Edwin B. Faulkner, Russell J. Schwartz, 2009 Wiley-VCH, Weinheim. doi:10.1002/9783527626915.ch19
^ Gi Rim Han et al., "Shedding new light on an old molecule: quinophthalone displays uncommon N-to-O excited state intramolecular proton transfer (ESIPT) between photobases", Scientific Reports, 2017, 7, 3863.

[1] Volker Radtke "Quinophthalone Pigments" in High Performance Pigments (2nd Edition), Edited by Edwin B. Faulkner, Russell J. Schwartz, 2009 Wiley-VCH, Weinheim. doi:10.1002/9783527626915.ch19

[2] Gi Rim Han et al., "Shedding new light on an old molecule: quinophthalone displays uncommon N-to-O excited state intramolecular proton transfer (ESIPT) between photobases", Scientific Reports, 2017, 7, 3863.

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