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mesitylene : ウィキペディア英語版
mesitylene

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Mesitylene or 1,3,5-trimethylbenzene is a derivative of benzene with three methyl substituents symmetrically placed on the ring. The other two isomeric trimethylbenzenes are 1,2,4-trimethylbenzene (pseudocumene) and 1,2,3-trimethylbenzene (hemimellitene). All three compounds have the formula C6H3(CH3)3, which is commonly abbreviated C6H3Me3. Mesitylene is a colourless liquid with sweet aromatic odor. It is a component of coal tar, which is its traditional source. It is a precursor to diverse fine chemicals. The mesityl group (Mes) is a substituent with the formula C6H2Me3 and is found in various other compounds.〔
==Preparation==
Mesitylene is prepared by equilibration of xylene (or simple methyl alkylation of it) over solid acid catalyst:〔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. .〕
:2 C6H4(CH3)2 ⇌ C6H3(CH3)3 + C6H5CH3
:C6H4(CH3)2 + CH3OH → C6H3(CH3)3 + H2O
Although impractical, it could be prepared by trimerization of propyne, also requiring an acid catalyst, affords a mixture of 1,3,5- and 1,2,4-trimethylbenzenes.
Catalyzing and dehydrating by sulfuric acid, trimerization of acetone via aldol condensation also affords mesitylene.

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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