7,14-Dibenzpyrenequinone

7,14-Dibenzpyrenequinone

Names
Other names Golden Yellow GK Dibenzochrysenedione Dibenzpyrenequinone Tyrian Yellow I-GOK C.I. 59100 Dibenzo[b,def]chrysene-7,14-dione 3,4:8,9-dibenzopyrene-5,10-dione
Identifiers
CAS Number	128-66-5
3D model (Jmol)	Interactive image
ChemSpider	29142
ECHA InfoCard	100.004.459
KEGG	C19545
PubChem	31412
InChI InChI=1S/C24H12O2/c25-23-17-7-3-1-5-13(17)15-9-11-20-22-16(10-12-19(23)21(15)22)14-6-2-4-8-18(14)24(20)26/h1-12H Key: ZTWQZJLUUZHJGS-UHFFFAOYSA-N InChI=1/C24H12O2/c25-23-17-7-3-1-5-13(17)15-9-11-20-22-16(10-12-19(23)21(15)22)14-6-2-4-8-18(14)24(20)26/h1-12H Key: ZTWQZJLUUZHJGS-UHFFFAOYAD
SMILES O=C2c1ccccc1c6c5c2ccc4c3ccccc3C(=O)c(c45)cc6
Properties
Chemical formula	C24H12O2
Molar mass	332.36 g·mol^−1
Appearance	yellow solid
Density	1.418g/cm3
Boiling point	606.7 °C (1,124.1 °F; 879.9 K) at 760 mmHg
Solubility in water	soluble
Hazards
Main hazards	Possible carcinogen
Flash point	219.93 °C (427.87 °F; 493.08 K)
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

7,14-Dibenzpyrenequinone is a yellow synthetic anthraquinone vat dye, known as Vat Yellow 4. It is a bright yellow solid. This dye is used mostly as a dye for textiles and paper. Together with benzanthrone, it is used in some older pyrotechnic compositions for green and yellow colored smokes. It is produced from 1,5-dibenzoylnaphthalene by oxidative (dehydrogenative) ring closure.^[1]

Safety

Vat Yellow 4 is a Group 3 carcinogen according to the IARC, as the evidence of its carcinogenity to humans is inadequate.

References

1. Bien, H.-S.; Stawitz, J.; Wunderlich, K. (2005), "Anthraquinone Dyes and Intermediates", Ullmann's Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH, doi:10.1002/14356007.a02_355