Quinizarine Green SS

Quinizarine Green SS
Names
	IUPAC name Quinizarine Green SS
	Other names C.I. Solvent Green 3; 1,4-bis[(4-methylphenyl)amino]-9,10-Anthracenedione; D & C Green No.6; 1,4-Bis(p-tolylamino)anthraquinone; 1,4-Bis(p-toluidino)anthraquinone; C.I. 61565; Oil Green G;
Identifiers
CAS Number	128-80-3 ;
3D model (JSmol)	Interactive image;
ChemSpider	29146 ;
ECHA InfoCard	100.004.464
PubChem CID	31416;
UNII	4QP5U84YF7 ;
CompTox Dashboard (EPA)	DTXSID9044376 ;
	InChI InChI=1S/C28H22N2O2/c1-17-7-11-19(12-8-17)29-23-15-16-24(30-20-13-9-18(2)10-14-20)26-25(23)27(31)21-5-3-4-6-22(21)28(26)32/h3-16,29-30H,1-2H3 Key: TVRGPOFMYCMNRB-UHFFFAOYSA-N ; InChI=1/C28H22N2O2/c1-17-7-11-19(12-8-17)29-23-15-16-24(30-20-13-9-18(2)10-14-20)26-25(23)27(31)21-5-3-4-6-22(21)28(26)32/h3-16,29-30H,1-2H3 Key: TVRGPOFMYCMNRB-UHFFFAOYAN;
	SMILES O=C2c1ccccc1C(=O)c3c2c(ccc3Nc4ccc(cc4)C)Nc5ccc(cc5)C;
Properties
Chemical formula	C28H22N2O2
Molar mass	418.496 g·mol−1
Appearance	Black powder[1]
Melting point	220 to 221 °C (428 to 430 °F; 493 to 494 K)[1]
Solubility in water	Insoluble[1]
Hazards
R-phrases (outdated)	R36/37/38
S-phrases (outdated)	S26, S36
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Quinizarine Green SS, also called Solvent Green 3 is an anthraquinone derivative. It is a black powder that is soluble in polar organic solvents, but insoluble in water. It is used as a dye for adding greenish coloring to cosmetics and medications. It is used in some colored smoke formulations.

According to X-ray crystallography, the anthroquinone portion of the molecule is planar. Both amine protons form hydrogen bonds to the carbonyls.[2]

Structure of Quinizarine Green SS.

This dye is a component in some smoke grenades, and questions have been raised about its toxicity.[3]

References

C.I. SOLVENT GREEN 3
T.Saito, Chong-yang Liu, V.M.Lynch, A.J.Bard (1997). "Orientational Dependence of the Color and Photoconductivity of 1,4-Di-p-toluidinoanthraquinone Single Crystals". Chem. Mater. 210: 1318. doi:10.1021/cm960652f.CS1 maint: uses authors parameter (link)
"Toxicity of Military Smokes and Obscurants". 1999.

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[chemicalland21-1] C.I. SOLVENT GREEN 3

[2] T.Saito, Chong-yang Liu, V.M.Lynch, A.J.Bard (1997). "Orientational Dependence of the Color and Photoconductivity of 1,4-Di-p-toluidinoanthraquinone Single Crystals". Chem. Mater. 210: 1318. doi:10.1021/cm960652f.CS1 maint: uses authors parameter (link)

[3] "Toxicity of Military Smokes and Obscurants". 1999.