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Acetophenone
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==Uses== ===Precursor to resins=== Commercially significant [[resin]]s are produced from treatment of acetophenone with [[formaldehyde]] and a [[base (chemistry)|base]]. The resulting [[copolymer]]s are conventionally described with the formula {{chem2|[(C6H5COCH)_{''x''}(CH2)_{''x''}]_{''n''} }}, resulting from [[aldol condensation]]. These substances are components of [[coating]]s and [[ink]]s. Modified acetophenone-formaldehyde resins are produced by the hydrogenation of the aforementioned ketone-containing resins. The resulting [[polyol]] can be further crosslinked with [[diisocyanate]]s.<ref name=Ullmann/> The modified resins are found in coatings, inks and [[adhesive]]s. ===Niche uses=== Acetophenone is an ingredient in fragrances that resemble [[almond]], [[cherry]], [[honeysuckle]], [[jasmine]], and [[strawberry]]. It is used in chewing gum.<ref>{{Citation| last =Burdock| first =George A.| title =Fenaroli's Handbook of Flavor Ingredients| publisher =CRC Press| year =2005| edition =5th| page =15| url =https://books.google.com/books?id=A8OyTzGGJhYC&q=Fenaroli's%20handbook%20of%20flavor%20ingredients&pg=PP1| archive-url =https://web.archive.org/web/20140925024441/http://books.google.com/books?id=A8OyTzGGJhYC&lpg=PP1&dq=Fenaroli's%20handbook%20of%20flavor%20ingredients&pg=PP1| archive-date =2014-09-25| isbn =0-8493-3034-3| url-status =live}}</ref> It is also listed as an approved [[excipient]] by the U.S. FDA.<ref>{{cite web|url=https://www.accessdata.fda.gov/scripts/cder/iig/index.cfm|title=Inactive Ingredient Search for Approved Drug Products|url-status=live|archive-url=https://web.archive.org/web/20130504122045/http://www.accessdata.fda.gov/scripts/cder/iig/index.cfm|archive-date=2013-05-04}}</ref> ===Laboratory reagent=== In instructional laboratories,<ref>{{cite journal |title= Polystyrene—A multistep synthesis: For the undergraduate organic chemistry laboratory |first1= Samuel H. |last1= Wilen |first2= Chester B. |last2= Kremer |first3= Irving |last3= Waltcher |journal= J. Chem. Educ. |year= 1961 |volume= 38 |issue= 6 |pages= 304–305 |doi= 10.1021/ed038p304 |bibcode= 1961JChEd..38..304W }}</ref> acetophenone is converted to [[styrene]] in a two-step process that illustrates the reduction of carbonyls using [[sodium borohydride]] and the [[dehydration reaction|dehydration]] of alcohols: :{{chem2 | 4 C6H5C(O)CH3 + NaBH4 + 4 H2O -> 4 C6H5CH(OH)CH3 + NaOH + B(OH)3}} :{{chem2 | C6H5CH(OH)CH3 -> C6H5CH\dCH2 + H2O}} A similar two-step process is used industrially, but reduction step is performed by [[hydrogenation]] over a [[copper chromite]] [[catalyst]]:<ref name=Ullmann/> :{{chem2 | C6H5C(O)CH3 + H2 -> C6H5CH(OH)CH3 }} Being [[prochiral]], acetophenone is also a popular test substrate for asymmetric [[hydrogenation]] experiments. ===Drugs=== Acetophenone is used for the synthesis of many pharmaceuticals.<ref> {{cite book | isbn = 978-0-8155-1144-1 | pages = [https://archive.org/details/pharmaceuticalma02sitt/page/n65 39], 177 | last = Sittig | first = Marshall | title = Pharmaceutical Manufacturing Encyclopedia | url = https://archive.org/details/pharmaceuticalma02sitt | url-access = limited | year = 1988 }}</ref><ref> {{cite book | isbn =978-0-8493-9051-7 | pages = 142–145 | last1 = Gadamasetti | first1 = Kumar | last2= Tamim Braish | title = Process Chemistry in the Pharmaceutical Industry, Volume 2 | year = 2007 | publisher = Taylor & Francis }}</ref>
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