| Revision as of 19:49, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 467822254 of page Acetanisole for the Chem/Drugbox validation project (updated: ''). |
Latest revision as of 22:08, 27 September 2024 edit Smokefoot (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers74,203 edits 10000 cites in CA, so I added two |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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{{chembox |
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{{chembox |
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| Watchedfields = changed |
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| verifiedrevid = 448073734 |
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| verifiedrevid = 477238683 |
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| ImageFile = Acetanisole V.1.svg |
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| ImageFile = Acetanisole V.1.svg |
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| ImageSize = 200px |
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| ImageSize = 200px |
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| IUPACName = 1-(4-Methoxyphenyl)ethanone |
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| PIN = 1-(4-Methoxyphenyl)ethan-1-one |
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| OtherNames = 4-Acetylanisole; ''para''-Acetanisole; 4-Methoxyacetophenone; Linarodin; Novatone; Vananote; Castoreum anisole; 4-Methoxyphenyl methyl ketone |
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| OtherNames = 4-Acetylanisole; ''para''-Acetanisole; 4-Methoxyacetophenone; Linarodin; Novatone; Vananote; Castoreum anisole; 4-Methoxyphenyl methyl ketone |
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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 = 7196 |
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| ChemSpiderID = 7196 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| Appearance = White to pale yellow crystals<ref name=goodscents>, The Good Scents Company</ref> |
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| Appearance = White to pale yellow crystals<ref name=goodscents>, The Good Scents Company</ref> |
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| Density = 1.094 g/cm<sup>3</sup> |
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| Density = 1.094 g/cm<sup>3</sup> |
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| MeltingPtC = 38.5 |
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| MeltingPtC = 38.2 |
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| Melting_notes = <ref name=ChemIDplus>{{ChemID|100-06-1}}</ref> |
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| MeltingPt_ref = <ref name=Pubchem>{{PubChem|7476|4'-Methoxyacetophenone}}</ref> |
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| BoilingPtC = 258 |
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| BoilingPtC = 254 |
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| Boiling_notes = <ref name=ChemIDplus/> |
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| BoilingPt_ref = <ref name=Pubchem/> |
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| Solubility = 2470 mg/L<ref name=ChemIDplus/> |
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| Solubility = 2470 mg/L<ref name=goodscents/> |
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| Section3 = {{Chembox Hazards |
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| Section3 = {{Chembox Hazards |
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| MainHazards = |
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| MainHazards = |
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| FlashPt = {{convert|138|C|F}}<ref name=Aldrich> at ]</ref> |
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| FlashPt = {{convert|138|C|F}}<ref name=Aldrich> at ]</ref> |
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| Autoignition = |
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'''Acetanisole''' is an ] ] with an aroma described as sweet, fruity, nutty, and similar to vanilla. In addition acetanisole can sometimes smell like butter or caramel.<ref name=Aldrich/> Its chemical names are based on considering the structure as either an ] (]-]) analog of ]. Other names It can also be seen as a ] analog of ]. |
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Acetanisole is found naturally in ], the glandular secretion of the ].<ref name="goodscents"/> |
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==Preparation== |
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Acetanisole can be prepared ] by ] of anisole with ]: |
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:] |
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==Application== |
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It is used as a ],<ref> {{webarchive|url=https://web.archive.org/web/20080411182413/http://tobaccodocuments.org/profiles/additives/acetanisole.html|date=April 11, 2008}}</ref> a fragrance,<ref name=goodscents/> and a flavoring in ].<ref>{{CodeFedReg|21|172|515}}</ref> |
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==Reactions== |
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4-Methoxyacetophenone is a standard substrate or product of much research, such as ]<ref>{{cite journal |doi=10.1021/jo010721w |title=Metal−Ligand Bifunctional Catalysis: A Nonclassical Mechanism for Asymmetric Hydrogen Transfer between Alcohols and Carbonyl Compounds |date=2001 |last1=Noyori |first1=Ryoji |last2=Yamakawa |first2=Masashi |last3=Hashiguchi |first3=Shohei |journal=The Journal of Organic Chemistry |volume=66 |issue=24 |pages=7931–7944 |pmid=11722188 }}</ref> and directed arylations.<ref>{{cite journal |doi=10.1021/ja972593s |title=Palladium-Catalyzed α-Arylation of Ketones |date=1997 |last1=Palucki |first1=Michael |last2=Buchwald |first2=Stephen L. |journal=Journal of the American Chemical Society |volume=119 |issue=45 |pages=11108–11109 }}</ref> |
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== References == |
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{{reflist}} |
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] |
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] |
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] |