Benzanthrone

{{chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 432993859

| ImageFile = Benzanthrone.svg

| ImageSize = 180px

| ImageName = Skeletal formula of benzanthrone

| ImageFile1 = Benzanthrone-3D-balls.png

| ImageSize1 =

| ImageName1 = Ball-and-stick model

| PIN = 7H-Benzo[de]anthracen-7-one

| OtherNames = Benzanthrenone
1,9-Benzanthrone
MS-Benzanthrone
Mesobenzanthrone
Naphtanthrone
7H-Benz(de)anthracene-7-one
7-Oxobenz(de)anthracene

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 6442

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL = 1607517

| InChI = 1/C17H10O/c18-17-14-8-2-1-7-12(14)13-9-3-5-11-6-4-10-15(17)16(11)13/h1-10H

| InChIKey = HUKPVYBUJRAUAG-UHFFFAOYAL

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C17H10O/c18-17-14-8-2-1-7-12(14)13-9-3-5-11-6-4-10-15(17)16(11)13/h1-10H

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = HUKPVYBUJRAUAG-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|correct|CAS}}

| CASNo = 82-05-3

| SMILES = O=C3c4c(c2cccc1cccc3c12)cccc4

| PubChem = 6697

| EINECS = 201-393-3

| UNNumber = 2811

| UNII = LP5P3RR8QN

| ChEBI = 93350

}}

|Section2={{Chembox Properties

| C=17 | H=10 | O=1

| Appearance = Light yellow to brown-green solid

| Density =

| MeltingPtC = 170

| MeltingPt_notes =

| BoilingPt =

| Solubility = Insoluble

}}

|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

| AutoignitionPt =

| GHSPictograms = {{GHS07}}

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|315|319|335}}

| PPhrases = {{P-phrases|261|264|271|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|403+233|405|501}}

}}

}}

Benzanthrone (BZA) is a polycyclic aromatic hydrocarbon. It is a yellow solid.{{cite journal |doi=10.15227/orgsyn.014.0004|title=Benzanthrone|journal=Organic Syntheses|year=1934|volume=14|page=4|first1=L. C. |last1=Macleod|first2=C. F. H.|last2=Allen}} Its derivatives are used as a dyestuff intermediate for anthraquinone-based dyes.{{ Ullmann | last1= Bien|first1=H.-S.| last2=Stawitz |first2=J.| last3= Wunderlich|first3=K. | title = Anthraquinone Dyes and Intermediates | doi = 10.1002/14356007.a02_355|year=2005 }} Dehydrogenative coupling gives violanthrone. It is prepared by reduction of anthroquinone to anthrone followed by alkylation with a mixture of glycerol and sulfuric acid.

It is a basic substance with fluorescent and luminescent properties. It can be used for photosensitization, and as a charge transport material. It is also used in pyrotechnics industry, mainly as a component of some older formulations of green and yellow colored smokes, often together with Vat Yellow 4; its US military specification is MIL-D-50074D.{{cite book | url=https://www.ncbi.nlm.nih.gov/books/NBK224737/ | title=Benzanthrone | year=1999 | publisher=National Academies Press (US) }}