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Acetanisole
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<h2 id="preparation">Preparation</h2> <p>Acetanisole can be prepared <a href="/facts/Organic_synthesis/aprl6Iq7">synthetically</a> by <a href="/facts/Friedel-Crafts_acylation/N65aEdXA">Friedel-Crafts acylation</a> of anisole with <a href="/facts/Acetyl_chloride/SU9Bq4tG">acetyl chloride</a>: </p> <h2 id="application">Application</h2> <p>It is used as a <a href="/facts/Cigarette_additive/cQVbqpw7">cigarette additive</a>,<a class="footnote-ref" id="fnref:3" href="#fn:3"><sup>3</sup></a> a fragrance,<a class="footnote-ref" id="fnref:4" href="#fn:4"><sup>4</sup></a> and a flavoring in <a href="/facts/Food_additive/jGk8zjn8">food</a>.<a class="footnote-ref" id="fnref:5" href="#fn:5"><sup>5</sup></a> </p> <h2 id="reactions">Reactions</h2> <p>4-Methoxyacetophenone is a standard substrate or product of much research, such as <a href="/facts/Transfer_hydrogenation/5IQkKatC">transfer hydrogenation</a><a class="footnote-ref" id="fnref:6" href="#fn:6"><sup>6</sup></a> and directed arylations.<a class="footnote-ref" id="fnref:7" href="#fn:7"><sup>7</sup></a> </p> <h2 id="references">References</h2> <ol> <li id="fn:1"><p>Acetanisole at Sigma-Aldrich <a href="https://www.sigmaaldrich.com/US/en/product/aldrich/w200506" target="_blank">https://www.sigmaaldrich.com/US/en/product/aldrich/w200506</a> <a href="#fnref:1" class="footnote-back-ref">↩</a></p></li> <li id="fn:2"><p>Para-Acetanisole, The Good Scents Company <a href="http://www.thegoodscentscompany.com/data/rw1000111.html" target="_blank">http://www.thegoodscentscompany.com/data/rw1000111.html</a> <a href="#fnref:2" class="footnote-back-ref">↩</a></p></li> <li id="fn:3"><p>Tobacco Documents | Profiles | Additives | Acetanisole Archived April 11, 2008, at the Wayback Machine <a href="http://tobaccodocuments.org/profiles/additives/acetanisole.html" target="_blank">http://tobaccodocuments.org/profiles/additives/acetanisole.html</a> <a href="#fnref:3" class="footnote-back-ref">↩</a></p></li> <li id="fn:4"><p>Para-Acetanisole, The Good Scents Company <a href="http://www.thegoodscentscompany.com/data/rw1000111.html" target="_blank">http://www.thegoodscentscompany.com/data/rw1000111.html</a> <a href="#fnref:4" class="footnote-back-ref">↩</a></p></li> <li id="fn:5"><p>21 CFR 172.515 <a href="/wiki/Title_21_of_the_Code_of_Federal_Regulations" target="_blank">/wiki/Title_21_of_the_Code_of_Federal_Regulations</a> <a href="#fnref:5" class="footnote-back-ref">↩</a></p></li> <li id="fn:6"><p>Noyori, Ryoji; Yamakawa, Masashi; Hashiguchi, Shohei (2001). "Metal−Ligand Bifunctional Catalysis: A Nonclassical Mechanism for Asymmetric Hydrogen Transfer between Alcohols and Carbonyl Compounds". The Journal of Organic Chemistry. 66 (24): 7931–7944. doi:10.1021/jo010721w. PMID 11722188. <a href="/wiki/Doi_(identifier)" target="_blank">/wiki/Doi_(identifier)</a> <a href="#fnref:6" class="footnote-back-ref">↩</a></p></li> <li id="fn:7"><p>Palucki, Michael; Buchwald, Stephen L. (1997). "Palladium-Catalyzed α-Arylation of Ketones". Journal of the American Chemical Society. 119 (45): 11108–11109. doi:10.1021/ja972593s. <a href="/wiki/Doi_(identifier)" target="_blank">/wiki/Doi_(identifier)</a> <a href="#fnref:7" class="footnote-back-ref">↩</a></p></li> </ol>