编辑“︁蒽酮”︁

{{chembox
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| verifiedrevid = 443392881
| ImageFile_Ref = {{chemboximage|correct|??}}
| ImageFile = Anthrone.png
| ImageSize = 180
| ImageName = Skeletal formula
| ImageFile1 = Anthrone-3D-balls.png
| ImageSize1 = 210
| ImageName1 = Ball-and-stick model
| IUPACName = 10''H''-Anthracen-9-one
| OtherNames = 9-蒽酮<br />9(10H)-蒽酮
|Section1={{Chembox Identifiers
| InChIKey = RJGDLRCDCYRQOQ-UHFFFAOYAA
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 124440
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| StdInChI = 1S/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2
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| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 90-44-8
|CASNo1=529-86-2
|CASNo1_Comment=互变异构体9-蒽酚
| PubChem = 7018
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 33835
| SMILES = O=C2c1c(cccc1)Cc3c2cccc3
| InChI = 1/C14H10O/c15-14-12-7-3-1-5-10(12)9-11-6-2-4-8-13(11)14/h1-8H,9H2
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|Section2={{Chembox Properties
| C =14|H=10|O=1
| Appearance = 无色至浅黄色针状结晶
| MeltingPt = {{convert|155-158|C|K}}
| Solubility = 不溶
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|Section3={{Chembox Hazards
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'''蒽酮'''是一种三环[[芳香化合物|芳香]][[酮]]，呈无色针状结晶，化学式C<sub>14</sub>H<sub>10</sub>O。它可用于[[碳水化合物]]的比色测定。<ref>{{cite journal | title = Determination of Yeast Carbohydrates with the Anthrone Reagent | journal = Nature | volume = 170 | pages = 626–627 | year = 1952 | doi = 10.1038/170626a0 | author = Trevelyan, W. E. | pmid = 13002392 | last2 = Forrest | first2 = RS | last3 = Harrison | first3 = JS | issue = 4328| bibcode = 1952Natur.170..626T| s2cid = 4184596 }}</ref>

蒽酮的[[衍生物]]会刺激大肠蠕动、减少水的再吸收，因此可用作泻药。[[欧鼠李]]、''{{le|Aloe ferox}}''、[[马蹄大黄]]、[[番泻]]等植物中都可提取蒽酮的衍生物。<ref>{{Citation |last=Niaz |first=Kamal |title=Chapter 3 - Analysis of polyphenolics |date=2020-01-01 |work=Recent Advances in Natural Products Analysis |pages=39–197 |editor-last=Sanches Silva |editor-first=Ana |url=https://www.sciencedirect.com/science/article/pii/B9780128164556000032 |access-date=2024-06-01 |publisher=Elsevier |doi=10.1016/b978-0-12-816455-6.00003-2 |isbn=978-0-12-816455-6 |last2=Khan |first2=Fazlullah |editor2-last=Nabavi |editor2-first=Seyed Fazel |editor3-last=Saeedi |editor3-first=Mina |editor4-last=Nabavi |editor4-first=Seyed Mohammad |archivedate=2022-12-07 |archive-url=https://web.archive.org/web/20221207143019/https://www.sciencedirect.com/science/article/pii/B9780128164556000032 |dead-url=no }}</ref>

==制备与反应==
蒽酮可由[[锡]]或[[铜]]还原[[蒽醌]]产生<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>，亦可通过2-苄基苯甲酸在[[氟化氢]]催化下[[环化]]合成。<ref>{{cite journal|last1=Fieser|first1=Louis F.|last2=Hershberg|first2=E. B.|title=Inter- and Intramolecular Acylations with Hydrogen Fluoride|journal=Journal of the American Chemical Society|date=May 1939|volume=61|issue=5|pages=1272–1281|doi=10.1021/ja01874a079}}</ref>

[[File:Anthrone synthesis.svg|center|400px]]

蒽酮与[[乙二醛]]缩合再脱氢会得到染料{{le|acedianthrone}}。<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>它与9-蒽酚之间存在[[酮-烯醇互变异构]]，其中酮式更稳定，水溶液中的[[平衡常数]]约为100。9-蒽醇的另外两种[[同分异构体]]1-蒽酚与2-蒽酚都比对应的酮更稳定，这点与9-蒽酚不同。<ref>{{cite journal|doi=10.1021/jo052615q|pmid=16674042|title=Tautomeric Equilibria and Pi Electron Delocalization for Some Monohydroxyarenes ''Quantum'' Chemical Studies|journal=The Journal of Organic Chemistry|volume=71|issue=10|pages=3727–3736|year=2006|last1=Ośmiałowski|first1=Borys|last2=Raczyńska|first2=Ewa D.|last3=Krygowski|first3=Tadeusz M.}}</ref>

[[File:Anthrol-AnthroneEq.svg|center|314px]]

==参考资料==
{{reflist}}

[[Category:蒽]]
[[Category:芳族酮]]
[[Category:缺少物质图片的化学品条目]]