{{chembox | Watchedfields = changed | verifiedrevid = 477238683 | ImageFile = Acetanisole V.1.svg | ImageSize = 200px | PIN = 1-(4-Methoxyphenyl)ethan-1-one | OtherNames = 4-Acetylanisole; ''para''-Acetanisole; 4-Methoxyacetophenone; Linarodin; Novatone; Vananote; Castoreum anisole; 4-Methoxyphenyl methyl ketone | Section1 = {{Chembox Identifiers | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 7196 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 0IRH2BR587 | CASNo_Ref = {{cascite|correct|CAS}} | CASNo = 100-06-1 | PubChem = 7476 | SMILES = CC(=O)C1=CC=C(C=C1)OC | InChI = 1S/C9H10O2/c1-7(10)8-3-5-9(11-2)6-4-8/h3-6H,1-2H3 }} | Section2 = {{Chembox Properties | C=9|H=10|O=2 | Appearance = White solid<ref name=Ullmann/> | Density = 1.094 g/cm<sup>3</sup> | MeltingPtC = 38.2 | MeltingPt_ref = <ref name=Pubchem>{{PubChem|7476|4'-Methoxyacetophenone}}</ref> | BoilingPtC = 254 | BoilingPt_ref = <ref name=Pubchem/> | Solubility = 2470 mg/L<ref name=goodscents>[https://www.thegoodscentscompany.com/data/rw1000111.html Para-Acetanisole], The Good Scents Company</ref> }} | Section3 = {{Chembox Hazards | MainHazards = | FlashPt = {{convert|138|C|F}}<ref name=Aldrich>[https://www.sigmaaldrich.com/US/en/product/aldrich/w200506 Acetanisole] at Sigma-Aldrich</ref> | AutoignitionPt = }} }}
'''Acetanisole''' is an organic compound with the formula {{chem2|CH3OC6H4C(O)CH3}}. It can be viewed as derivative of acetophenone and of anisole. It has an aroma described as sweet, fruity, nutty, and similar to vanilla. In addition the odor of acetanisole is sometimes described as butter-like or caramel-like.<ref name=Aldrich/> It is used commercially in some soap fragrances. It is a component of anise oil.<ref name=Ullmann>{{cite book |last1=Panten |first1=Johannes |last2=Surburg |first2=Horst |title=Ullmann's Encyclopedia of Industrial Chemistry |chapter=Flavors and Fragrances, 3. Aromatic and Heterocyclic Compounds |date=2016 |pages=1–45 |doi=10.1002/14356007.t11_t02 |isbn=978-3-527-30673-2 }}</ref>
==Preparation== Acetanisole can be prepared synthetically by Friedel-Crafts acylation of anisole with acetyl chloride:<ref name=Ullmann/> :500px
==Reactions== 4-Methoxyacetophenone is a standard substrate or product of much research, such as transfer hydrogenation<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 |bibcode=1997JAChS.11911108P }}</ref>
== References == {{reflist}}
Category:Food additives Category:Piceol ethers Category:Sweet-smelling chemicals