Dibenzpyrenequinone
{{Chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 470629388
| ImageFile = Vat Yellow 4.png
| ImageSize = 190
| ImageName = Skeletal formula
| ImageFile1 =
| ImageSize1 = 210
| ImageName1 = Ball-and-stick model
| PIN = Dibenzo[c,pqr]tetraphene-7,14-dione
| OtherNames = 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
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 29142
| 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
| InChIKey = ZTWQZJLUUZHJGS-UHFFFAOYAD
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 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
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = ZTWQZJLUUZHJGS-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|changed|??}}
| CASNo = 128-66-5
| PubChem = 31412
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C19545
| ChEBI = 82548
| UNII = 8XO6A4G496
| EC_number = 204-903-2
| SMILES = O=C2c1ccccc1c6c5c2ccc4c3ccccc3C(=O)c(c45)cc6
}}
|Section2={{Chembox Properties
| C=24 | H=12 | O=2
| Appearance = yellow solid
| Density = 1.418g/cm3
| MeltingPtC = 385
| BoilingPtC = 606.7
| BoilingPt_notes = at 760 mmHg
| Solubility = insoluble
| MagSus = −250.3·10−6 cm3/mol
}}
|Section3={{Chembox Hazards
| MainHazards = Possible carcinogen
| FlashPtC = 219.93
| AutoignitionPtC =
}}
}}
Dibenzpyrenequinone is a synthetic vat dye. It is a bright yellow solid.{{cite journal|doi=10.1134/s1063774518070283|title=The Structure and Properties of 2,3-7,8-Dibenzpyrene-1,6-Quinone|year=2018|last1=Zherebtsov|first1=D. A.|last2=Nayfert|first2=S. A.|last3=Polozov|first3=M. A.|last4=Zhivulin|first4=D. E.|last5=Zhivulin|first5=V. E.|last6=Stash|first6=A. I.|last7=Chen|first7=Yu-Sheng|last8=Merzlov|first8=S. V.|last9=Bartashevich|first9=E. V.|last10=Avdin|first10=V. V.|last11=Hsu|first11=Hua Shu|last12=Guo|first12=Feng Wei|last13=Sakthidharan|first13=C. P.|journal=Crystallography Reports|volume=63|issue=7|pages=1110–1115|bibcode=2018CryRp..63.1110Z}} It can be produced by cyclization of 1,5-dibenzoylnaphthalene. Dibenzpyrenequinone is a precursor to Vat Orange 1.
See also
- Dibromoanthanthrone,Vat Orange 3
References
Category:Polycyclic aromatic compounds
{{DEFAULTSORT:Dibenzpyrenequinone, 7,14-}}