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{{chembox |
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{{chembox |
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| verifiedrevid = 396296205 |
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| Watchedfields = changed |
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| ImageFile = Benzanthrone.png |
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| verifiedrevid = 432993859 |
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| ImageFile = Benzanthrone.svg |
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| ImageSize = 180px |
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| ImageSize = 180px |
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| ImageName = Skeletal formula of benzanthrone |
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| ImageName = Skeletal formula of benzanthrone |
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| ImageFile1 = Benzanthrone-3D-balls.png |
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| ImageFile1 = Benzanthrone-3D-balls.png |
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| ImageSize1 = 200px |
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| ImageSize1 = |
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| ImageName1 = Ball-and-stick model |
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| ImageName1 = Ball-and-stick model |
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| PIN = 7''H''-Benzoanthracen-7-one |
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| IUPACName = |
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| OtherNames = benzanthrenone, 1,9-benzanthrone, MS-benzanthrone, mesobenzanthrone, naphtanthrone, 7H-benz(de)anthracene-7-one, 7-oxobenz(de)anthracene |
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| OtherNames = Benzanthrenone<br />1,9-Benzanthrone<br />MS-Benzanthrone<br />Mesobenzanthrone<br />Naphtanthrone<br />7H-Benz(de)anthracene-7-one<br />7-Oxobenz(de)anthracene |
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| Section1 = {{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 6442 |
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| ChemSpiderID = 6442 |
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| ChEMBL_Ref = {{ebicite|changed|EBI}} |
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| ChEMBL = 1607517 |
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| 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 |
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| 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 |
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| InChIKey = HUKPVYBUJRAUAG-UHFFFAOYAL |
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| InChIKey = HUKPVYBUJRAUAG-UHFFFAOYAL |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = 82-05-3 |
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| CASNo = 82-05-3 |
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| SMILES = O=C3c4c(c2cccc1cccc3c12)cccc4 |
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| SMILES = O=C3c4c(c2cccc1cccc3c12)cccc4 |
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| PubChem = |
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| PubChem = 6697 |
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| EINECS = 201-393-3 |
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| UNNumber = 2811 |
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| UNII = LP5P3RR8QN |
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| ChEBI = 93350 |
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| Section2 = {{Chembox Properties |
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|Section2={{Chembox Properties |
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|C=17|H=10|O=1 |
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| C=17 | H=10 | O=1 |
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| Appearance = |
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| Appearance = Light yellow to brown-green solid |
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| Density = |
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| Density = |
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| MeltingPt = 170 °C |
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| MeltingPtC = 170 |
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| BoilingPt = |
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| Solubility = Insoluble |
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| BoilingPt = |
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| Solubility = Insoluble |
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| Section3 = {{Chembox Hazards |
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|Section3={{Chembox Hazards |
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| MainHazards = |
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| FlashPt = |
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| GHSPictograms = {{GHS07}} |
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| SPhrases = {{S24}} {{S25}} {{S26}} {{S28}}A {{S37}} {{S39}} {{S45}} |
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| GHSSignalWord = Warning |
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| HPhrases = {{H-phrases|315|319|335}} |
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| 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}} |
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'''Benzanthrone''' ('''BZA''') is an ] derivate used as a ] intermediate for ]-based dyes. It has the appearance of a light yellow to brown-green powder with melting point of 170 °C. It is insoluble in water and soluble in alcohol. It is a basic substance with ] and ] properties. It can be used for ], and as a charge transport material. It is also used in ] industry, mainly as a component of some older formulations of ] and ] ]s, often together with ]; its US military specification is MIL-D-50074D |
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'''Benzanthrone''' ('''BZA''') is a ]. It is a yellow solid.<ref>{{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}}</ref> Its derivatives are used as a ] intermediate for ]-based dyes.<ref name=UllmannDye>{{ 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 }}</ref> Dehydrogenative coupling gives ]. It is prepared by reduction of ] to ] followed by alkylation with a mixture of ] and ]. |
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Its ] is 201-393-3. It is reported to cause ] and burning sensation on exposed skin, together with ], ], and skin pigmentation. |
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It is a basic substance with ] and ] properties. It can be used for ], and as a charge transport material. It is also used in ] industry, mainly as a component of some older formulations of green and yellow ]s, often together with ]; its US military specification is MIL-D-50074D.<ref>{{cite book | url=https://www.ncbi.nlm.nih.gov/books/NBK224737/ | title=Benzanthrone | year=1999 | publisher=National Academies Press (US) }}</ref> |
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== Safety == |
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Benzanthrone causes ] and burning sensations on exposed skin, together with ], ], and skin pigmentation.<ref>{{Cite book | title = Toxicity of Military Smokes and Obscurants | volume = 3 | date = 1999 | url = http://www.nap.edu/books/0309065992/html/50.html | chapter = Appendix A: Benzanthrone}}</ref> |
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==See also== |
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==See also== |
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==References== |
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{{reflist}} |
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==External links== |
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==External links== |
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