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Mesitylene
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==Preparation== Mesitylene is prepared by [[transalkylation]] of [[xylene]] over solid [[acid catalyst]]:<ref name=Ullmanns>Karl Griesbaum, Arno Behr, Dieter Biedenkapp, Heinz-Werner Voges, Dorothea Garbe, Christian Paetz, Gerd Collin, Dieter Mayer, Hartmut Höke “Hydrocarbons” in Ullmann's Encyclopedia of Industrial Chemistry 2002 Wiley-VCH, Weinheim. {{doi|10.1002/14356007.a13_227}}.</ref> :2 [[xylene|C<sub>6</sub>H<sub>4</sub>(CH<sub>3</sub>)<sub>2</sub>]] ⇌ C<sub>6</sub>H<sub>3</sub>(CH<sub>3</sub>)<sub>3</sub> + [[toluene|C<sub>6</sub>H<sub>5</sub>CH<sub>3</sub>]] :C<sub>6</sub>H<sub>4</sub>(CH<sub>3</sub>)<sub>2</sub> + CH<sub>3</sub>OH → C<sub>6</sub>H<sub>3</sub>(CH<sub>3</sub>)<sub>3</sub> + H<sub>2</sub>O Although impractical, it could be prepared by trimerization of [[propyne]], also requiring an [[acid catalyst]], which yields a mixture of 1,3,5- and 1,2,4-trimethylbenzenes. [[Trimerization]] of [[acetone]] via [[aldol condensation]], which is catalyzed and [[dehydration|dehydrated]] by [[sulfuric acid]] is another method of synthesizing mesitylene.<ref>{{cite book |last= Cumming |first= W. M. |date= 1937 |title= Systematic organic chemistry (3E) |url= http://www.prepchem.com/synthesis-of-mesitylene/ |location= New York, USA |publisher= D. Van Nostrand Company |page=57 }}</ref>
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