Quinoline Yellow SS

Quinoline Yellow

Names
Other names Quinoline Yellow, spirit soluble; Solvent Yellow 33; C.I. Solvent Yellow 33; FD&C Yellow #11; Quinoline Yellow A; Quinoline yellow for microscopy; Yellow No. 204; C.I. 47000
Identifiers
CAS Number	8003-22-3 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:53700 Y
ChemSpider	6475 Y
ECHA InfoCard	100.029.378
EC Number	83-08-9
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 Y Key: IZMJMCDDWKSTTK-UHFFFAOYSA-N Y
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
R-phrases	R20/21 R33
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
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]

Synthesis and reactions

As first described in 1878, the dye is prepared by the fusion of phthalic anhydride and quinaldine. The compound exists as a mixture of two tautomers.^[2] Using other anhydrides and other quinaldine derivatives other dyes in the quinophthalone family can be prepared.

When sulfonated, it converts to a water-soluble derivative, Quinoline Yellow WS.

Uses and safety

Quinoline Yellow SS is used in spirit lacquers, polystyrene, polycarbonates, polyamides, acrylic resins, and to color hydrocarbon solvents. It is also used in externally applied drugs and cosmetics. Quinoline Yellow SS is used in some yellow colored smoke formulations.

It may cause contact dermatitis. It has the appearance of a yellow powder with a melting point of 240 °C (464 °F).

References