- A method of preparing 1,2,4,5-benzenetetracarboxylic acid or trimellitic acid from pinacol
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The invention relates to a method of preparing 1,2,4,5-benzenetetracarboxylic acid or trimellitic acid from pinacol. The method includes a first step of selectively dehydrating the pinacol in an acid/ionic liquid catalytic system to generate 2,-3-dimethyl-1,3-butadiene; a second step of subjecting the 2,-3-dimethyl-1,3-butadiene and maleate or acrylate to a D-A cycloaddition/dehydrogenation tandemreaction to generate an aromatic ring product; and a third step of subjecting the aromatic ring product to hydrolysis and oxidation to prepare the 1,2,4,5-benzenetetracarboxylic acid or the trimellitic acid. The catalytic system adopted in the method is green, and can be recycled. The raw material is a biomass-based platform chemical, and is cheap and easily available. All reaction processes aresimple. The pinacol dehydration reaction, the dehydrogenation reaction of a D-A product and an oxidation reaction are high in activity and selectivity. The novel method for preparing the 1,2,4,5-benzenetetracarboxylic acid and the trimellitic acid which are fine chemicals from the pinacol that is a lignocelluloses based platform chemical is provided by the invention.
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Paragraph 0061-0066
(2018/04/01)
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- Sustainable production of pyromellitic acid with pinacol and diethyl maleate
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Herein, we report an unprecedented and sustainable route to synthesize pyromellitic acid (PMA), a monomer of polyimide, with pinacol and diethyl maleate which can be derived from lignocellulose. Analogously, a sustainable route to trimellitic acid (TMA) was also developed using pinacol and acrylate as the feedstocks.
- Hu, Yancheng,Li, Ning,Li, Guangyi,Wang, Aiqin,Cong, Yu,Wang, Xiaodong,Zhang, Tao
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supporting information
p. 1663 - 1667
(2017/06/05)
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- Closely stacked oligo(phenylene ethynylene)s: Effect of π-stacking on the electronic properties of conjugated chromophores
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In this work, a bicyclo[4.4.1]undecane scaffold is used to hold oligo(phenylene ethynylene) units in a cofacially stacked arrangement along the entire length of the conjugated units. We study the impact that the resulting strong interchain interactions ha
- Jagtap, Subodh P.,Mukhopadhyay, Sukrit,Coropceanu, Veaceslav,Brizius, Glen L.,Bredas, Jean-Luc,Collard, David M.
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supporting information; experimental part
p. 7176 - 7185
(2012/06/15)
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- Efficient synthesis of substituted benzenes from 1,3-dienes or 1,4 cyclohexadienes with KMnO4 under mild conditions
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Potassium permanganate absorbed on alumina is used to oxidize 1,4- cyclohexadienes to the corresponding aromatic compounds. Intermolecular Diels-Alder reactions followed by dehydrogenation of the products with potassium permanganate supported on alumina gives an efficient two step synthesis of highly substituted aromatic compounds from acyclic precursors.
- McBride, Christopher M.,Chrisman, Will,Harris, Clifford E.,Singaram, Bakthan
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- SYNTHESIS OF 1,2-DISUBSTITUTED BENZENES AND BIPHENYLS FROM PHTHALIC ACIDS THROUGH ELECTROREDUCTION FOLLOWED BY ELECTROCYCLIC REACTIONS WITH ALKYNES
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Various substituted 1,2-dihydrophthalic acids were synthesized by electroreduction of phthalic acids in excellent yields.The electrocyclic reaction of 1,2-dihydrophthalic acids or the methyl ester with alkynes gave 1,2-disubstituted benzenes and biphenyls in good yields together with fumaric acid or methyl fumarate.
- Ohno, Toshinobu,Ozaki, Masato,Inagaki, Atsuro,Hirashima, Tsuneaki,Nishiguchi, Ikuzo
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p. 2629 - 2632
(2007/10/02)
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