Sun, Q., Song, X., Gao, L. et al. Please note: If you switch to a different device, you may be asked to login again with only your ACS ID. Halligudi, S.B. Acetophenone hydrogenation on reduced Pd/SiO2 catalyst reveals a typical series reaction in which phenylethanol (PE) is the intermediate for ethylbenzene (EB) formation. J Phys Chem C 115:11327–11335, Luo L, Liu H, Li GY, Hu CW (2016) Partial oxidation of ethylbenzene by H2O2 on VOx/HZSM-22 catalyst. New J Chem 41:5291–5296. Copyright © 2012 Elsevier B.V. All rights reserved. Preparation of Copper Phosphate from Naturally Occurring Phytic Acid as an Advanced Catalyst for Oxidation of Aromatic Benzyl Compounds. Transit Met Chem 42:25–34. https://doi.org/10.1016/j.jcis.2017.06.100, https://doi.org/10.1016/j.jcis.2016.11.008, https://doi.org/10.1016/j.catcom.2017.06.039, https://doi.org/10.1016/j.apcata.2016.12.003, https://doi.org/10.1007/s10854-008-9817-8, https://doi.org/10.1016/j.mcat.2017.04.007, https://doi.org/10.1016/j.molcata.2016.09.011, https://doi.org/10.1007/s11243-016-0102-z, https://doi.org/10.1016/j.apsusc.2017.07.251, https://doi.org/10.1016/j.apcatb.2016.11.042, https://doi.org/10.1016/j.molcata.2015.03.017, https://doi.org/10.1016/j.apenergy.2016.03.066, https://doi.org/10.1007/s11696-018-0432-8. Ethylbenzene hydroperoxide is an intermediate in the commercial production of propylene oxide via the propylene oxide - styrene co-product process. Mingli Zhang, Hengcong Tao, Yongchao Liu, Chao Yan, Song Hong, Justus Masa, Alex W. Robertson, Shizhen Liu, Jieshan Qiu. Jyoti Porwal, Neha Karanwal, Savita Kaul, Suman L. Jain. This result is compared with the results of other workers for the reduction … Being prochiral, acetophenone is also a popular test substrate for asymmetric hydrogenation experiments. Please reconnect. Appl Catal A: Gen 531:45–51. ► Electrochemical behavior of the Mn nanocatalysts was studied. N, P, S co-doped hollow carbon polyhedra derived from MOF-based core–shell nanocomposites for capacitive deionization. Decarboxylate it as mentioned above. https://doi.org/10.1039/c4ee00106k, Zhao QM, Chen KX, Zhang WS, Yao J, Li HR (2015) Efficient metal-free oxidation of ethylbenzene with molecular oxygen utilizing the synergistic combination of NHPI analogues. Catal Sci Technol 5:397–404, Wu ZS, Yang SB, Sun Y, Parvez K, Feng XL, Müllen K (2012) 3D nitrogen-doped graphene aerogel-supported Fe3O4. Google Scholar, Majid K, Tabassum R, Shah AF, Ahmad S, Singla ML (2008) Comparative study of synthesis, characterization and electric properties of polypyrrole and polythiophene composites with tellurium oxide. Mol Catal 436:29–42. Appl Organomet Chem 31:e3774. https://doi.org/10.1016/j.apenergy.2016.03.066, Zhu X, Song X, Ma XL, Ning GQ (2014) Enhanced electrode performance of Fe2O3 nanoparticle-decorated nanomesh graphene as anodes for lithium-ion batteries. CAS  The adsorbed oxygen on Pd surface plays the important role that can activate the CH bond of CH3 group in acetophenone, leading to the formation of a new intermediate (perhaps acetophenone enolate). Enhanced selectivity and formation of ethylbenzene for acetophenone hydrogenation by adsorbed oxygen on Pd/SiO. We use cookies to help provide and enhance our service and tailor content and ads. The conversion of ethylbenzene is more than 90% and the selectivity of acetophenone is more than 95% at 353 K. Graphene can be used as catalyst owing to its unique structures and chemical properties. Chem Commun 46:1112–1114, Zhao Y, Hu CG, Long S, Wang LX, Shi GQ, Dai LM, Qu LT (2014) Functional graphene nanomesh foam. Tong Liu, Haiyang Cheng, Lianshan Sun, Fei Liang, Chao Zhang, Zhong Ying, Weiwei Lin, Fengyu Zhao. Google Scholar, Visuvamithiran P, Shanthi K, Palanichamy M, Murugesan V (2013) Direct synthesis of Mn–Ti-SBA-15 catalyst for the oxidation of ethylbenzene. https://doi.org/10.1007/s11696-018-0432-8, DOI: https://doi.org/10.1007/s11696-018-0432-8, Over 10 million scientific documents at your fingertips, Not logged in This procedure simplifies the isolation of the reaction products and has the advantage of using only carbon dioxide as a solvent under mild conditions. Ethylbenzene is converted to styrene at high selectivity in a multistage process in which ethylbenzene is oxidized to ethylbenzene hydroperoxide which is reacted with ethylene or propylene to produce a mixture of 1-phenylethanol and acetophenone … J Am Chem Soc 134:9082–9085. https://doi.org/10.1016/j.molcata.2016.09.011, Renuka Maldepalli K, Virupaiah G (2016) A polymer-anchored cobalt(II) complex as a reusable catalyst for oxidation of benzene, ethylbenzene and cyclohexane. Catal Commun 100:144–147. CAS  https://doi.org/10.1039/c6ra05906f, Mackintosh HJ, Budd PM, Mckeown NB (2007) Catalysis by microporous phthalocyanine and porphyrin network polymers. https://doi.org/10.1016/j.mcat.2017.04.007, Pan X, Zhao Y, Liu S, Korzeniewski CL, Wang S, Fan ZY (2012) Comparing graphene–TiO2 nanowire and graphene–TiO2 nanoparticle composite photocatalysts. https://doi.org/10.1016/j.apcata.2003.10.022. Some experiments on the reduction of substituted acetophenones and benzaldehyde in similar conditions are also reported. Subsequently, base-catalyzed hydrogen migration … volume 72, pages2203–2214(2018)Cite this article. J Mol Catal A Chem 402:79–82. This intermediate is the key species that will be further hydrogenated to ethylbenzene. The selectivity of ethylbenzene can be significantly boosted to over 90%, even if the reaction approaches zero conversion, suggesting that phenylethanol needs not be an intermediate for production of ethylbenzene from acetophenone. ACS Nano 5:4350–4358, Stoller MD, Park S, Zhu Y, An J, Ruoff RS (2008) Graphene-based ultracapacitors. porous coordination polymers: Preparations, Characterizations and Catalytic Properties. https://doi.org/10.1021/am500323v. By continuing you agree to the use of cookies. CAS  3. J Mol Catal A Chem 192:295–302, Guo ZC et al (2012) Iron phthalocyanine/TiO2 nanofiber heterostructures with enhanced visible photocatalytic activity assisted with H2O2. Polym Compos 30:66–69. Carbocatalysis: N-doped reduced graphene oxide catalyzed esterification of fatty acids with long chain alcohols. The effect of adsorbed oxygen for selectivity of acetophenone (AP) hydrogenation on Pd/SiO2 catalyst at 298 K has been studied by means of gas phase acetophenone hydrogenation, infrared (IR) spectra, and temperature-programmed desorption. Congqiang Yang, Shanshan Jie, Runliang Zhu, Naidong Zhang, Jiqian Wang, Zhigang Liu. Dongbo Zhao, Yongsong Wang, Yujing Xu, Ning Wang, Jun Li. The selective oxidation of ethylbenzene to acetophenone with tert-butyl hydroperoxide in the presence of an SiO2/Al2O3-supported manganese catalyst occurs with a conversion of 91% and a selectivity of 98%, in the absence of an organic solvent, in supercritical carbon dioxide. Haoran Wu, Jinliang Song, Chao Xie, Yue Hu, Shuaishuai Liu. https://doi.org/10.1021/acs.oprd.5b00108, George K, Sugunan S (2008) Nickel substituted copper chromite spinels: preparation, characterization and catalytic activity in the oxidation reaction of ethylbenzene. This is known as the Clemmensen reduction and involves heating the ketone with amalgamated zinc (a mixture of zinc and mercury) and … 3 Production. https://doi.org/10.1007/s10854-008-9817-8, Oliveira APS et al (2017) Catalytic performance of MnFeSi composite in selective oxidation of styrene, ethylbenzene and benzyl alcohol. J Am Chem Soc 137:7588–7591, Kawashima Y et al (2015) Near-Infrared photoelectrochemical conversion via photoinduced charge separation in supramolecular complexes of anionic phthalocyanines with Li(+)@C60. The bulk Pd oxide cannot be reduced by hydrogen at 298 K, so the oxygen atoms in Pd bulk act a poison for AP hydrogenation, leading to deactivation of oxidized Pd catalyst. Shufeng Wang, Dingling Yu, Xingquan He. https://doi.org/10.1002/pc.20534, Heidari M, Sedrpoushan A, Mohannazadeh F (2017) Selective oxidation of benzylic C–H using nanoscale graphene oxide as highly efficient carbocatalyst: direct synthesis of terephthalic acid.

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