Dibenzpyrenequinone

Dibenzpyrenequinone is a synthetic vat dye. It is a bright yellow solid.[1] It can be produced by cyclization of 1,5-dibenzoylnaphthalene. Dibenzpyrenequinone is a precursor to Vat Orange 1.

Dibenzpyrenequinone
Skeletal formula
Names
Preferred IUPAC name
Dibenzo[c,pqr]tetraphene-7,14-dione
Other names
Vat yellow 4
Golden Yellow GK
Dibenzochrysenedione
Tyrian Yellow I-GOK
C.I. 59100
Dibenzo[b,def]chrysene-7,14-dione
3,4:8,9-dibenzopyrene-5,10-dione
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.004.459
EC Number
  • 204-903-2
KEGG
UNII
  • 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 checkY
    Key: ZTWQZJLUUZHJGS-UHFFFAOYSA-N checkY
  • 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
  • O=C2c1ccccc1c6c5c2ccc4c3ccccc3C(=O)c(c45)cc6
Properties
C24H12O2
Molar mass 332.358 g·mol−1
Appearance yellow solid
Density 1.418g/cm3
Melting point 385 °C (725 °F; 658 K)
Boiling point 606.7 °C (1,124.1 °F; 879.9 K) at 760 mmHg
insoluble
-250.3·10−6 cm3/mol
Hazards
Occupational safety and health (OHS/OSH):
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

See also

References
  1. Zherebtsov, D. A.; Nayfert, S. A.; Polozov, M. A.; Zhivulin, D. E.; Zhivulin, V. E.; Stash, A. I.; Chen, Yu-Sheng; Merzlov, S. V.; Bartashevich, E. V.; Avdin, V. V.; Hsu, Hua Shu; Guo, Feng Wei; Sakthidharan, C. P. (2018). "The Structure and Properties of 2,3-7,8-Dibenzpyrene-1,6-Quinone". Crystallography Reports. 63 (7): 1110–1115. Bibcode:2018CryRp..63.1110Z. doi:10.1134/s1063774518070283.
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