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

References