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Pure Appl. Chem., 1996, Vol. 68, No. 2, pp. 367-375

http://dx.doi.org/10.1351/pac199668020367

Dimethyl carbonate for environmentally benign reactions

Y. Ono

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  • Dibenedetto Angela, Angelini Antonella, di Bitonto Luigi, De Giglio Elvira, Cometa Stefania, Aresta Michele: Cerium-Based Binary and Ternary Oxides in the Transesterification of Dimethylcarbonate with Phenol. ChemSusChem 2014, 7, 1155. <http://dx.doi.org/10.1002/cssc.201301025>
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  • Xiong Zhen, Zhou Minghao, Xiao Guomin: Synthesis of 2-amino-4,6-dimethoxypyrimidine with dimethyl carbonate as methylating agent. Res Chem Intermed 2013. <http://dx.doi.org/10.1007/s11164-013-1082-7>
  • Niu Hai-Yan, Lang Wan-Zhong, Liu Ya-Xin, Guo Ya-Jun: Pervaporation separation of dimethyl carbonate/methanol binary mixtures with poly(vinyl alcohol)-perfluorslulfonic acid/poly(acrylonitrile) hollow fiber composite membranes. Fibers Polym 2013, 14, 1587. <http://dx.doi.org/10.1007/s12221-013-1587-0>
  • Kotbagi Trupti, Nguyen Duy Luan, Lancelot Christine, Lamonier Carole, Thavornprasert Kaew-Arpha, Wenli Zhu, Capron Mickaël, Jalowiecki-Duhamel Louise, Umbarkar Shubhangi, Dongare Mohan, Dumeignil Franck: Transesterification of Diethyl Oxalate with Phenol over Sol-Gel MoO3/TiO2 Catalysts. ChemSusChem 2012, 5, 1467. <http://dx.doi.org/10.1002/cssc.201100802>
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  • Mooibroek Tiddo J., Schoon Lodi, Bouwman Elisabeth, Drent Eite: Carbonylation of Nitrobenzene in Methanol with Palladium Bidentate Phosphane Complexes: An Unexpectedly Complex Network of Catalytic Reactions, Centred around a Pd-imido Intermediate. Chemistry A European Journal 2011, 17, 13318. <http://dx.doi.org/10.1002/chem.201100923>
  • Shankaraiah Nagula, Markandeya Nagula, Srinivasulu Vunnam, Sreekanth Kokkonda, Reddy Ch. Sanjeeva, Santos Leonardo S., Kamal Ahmed: A One-Pot Azido Reductive Tandem Mono-N-Alkylation Employing Dialkylboron Triflates: Online ESI-MS Mechanistic Investigation. J Org Chern 2011, 76, 7017. <http://dx.doi.org/10.1021/jo200931m>
  • Neogi Subhasish, Naskar Dinabandhu: One-Pot Reductive Mono-N-alkylation of Aromatic Nitro Compounds Using Nitriles as Alkylating Reagents. Synth Common 2011, 41, 1901. <http://dx.doi.org/10.1080/00397911.2010.493627>
  • Margetić Davor, Antonac Irena Zrinski, Glasovac Zoran, Eckert-Maksić Mirjana, Maksimović Ljiljana: Reactions of Dimethyl Carbonate with Aliphatic Amines Under High Pressure. Synth Common 2011, 41, 2283. <http://dx.doi.org/10.1080/00397911.2010.501644>
  • Kumar Ravi, Pandey Shashi, Khan Shahnawaz, Chauhan Prem M. S.: SnCl2·2H2O: An Efficient Reagent for Selective and Direct Oxidative Desulfurization of Phenylmethylene-2-thiohydantoins to Corresponding Hydantoins. Phosphorus Sulfur Silicon Relat Elements 2011, 186, 1404. <http://dx.doi.org/10.1080/10426507.2010.525765>
  • Andraos John: A green metrics assessment of phosgene and phosgene-free syntheses of industrially important commodity chemicals. PureAppl Chem 2011, 1. <http://dx.doi.org/10.1351/PAC-CON-11-06-12>
  • Aouissi Ahmed, Apblett Allen W., AL-Othman Zeid A., Al-Amro Amro: Direct synthesis of dimethyl carbonate from methanol and carbon dioxide using heteropolyoxometalates: the effects of cation and addenda atoms. Trans Met Chem 2010, 35, 927. <http://dx.doi.org/10.1007/s11243-010-9413-7>
  • Miyasaka Makoto, Takazoe Taichi, Kudo Hiroto, Nishikubo Tadatomi: Synthesis of hyperbranched polycarbonate by novel polymerization of di-tert-butyl tricarbonate with 1,1,1-tris(4-hydroxyphenyl)ethane. Polym J 2010, 42, 852. <http://dx.doi.org/10.1038/pj.2010.82>
  • Meshram H. M., Goud P. Ramesh, Reddy B. Chennakesava, Kumar D. Aravind: Triton B–Mediated Efficient and Convenient Alkoxylation of Activated Aryl and Heteroaryl Halides. Synth Comm 2010, 40, 2122. <http://dx.doi.org/10.1080/00397910903219518>
  • Samuilov A. Ya., Balabanova F. B., Kamalov T. A., Samuilov Ya. D., Konovalov A. I.: Quantum-Chemical Study on Reactions of Isocyanates with Linear Methanol Associates: III.* Reaction of Methyl Isocyanate with Linear Methanol Associates. Russ J Org Chem 2010, 46, 1452. <http://dx.doi.org/10.1134/S1070428010100027>
  • Monteiro Juliana Garcia Moretz-Sohn, de Queiroz Fernandes Araújo Ofélia, Medeiros José Luiz: Sustainability metrics for eco-technologies assessment, part I: preliminary screening. Clean Techn Environ Policy 2009, 11, 209. <http://dx.doi.org/10.1007/s10098-008-0189-9>
  • Kim Yong Tae, Park Eun Duck: Deactivation phenomena of MoO3/SiO2 and TiO2/SiO2 during transesterification between dimethyl carbonate and phenol. CATAL A GENERAL 2009, 356, 211. <http://dx.doi.org/10.1016/j.apcata.2009.01.008>
  • Tae Kim Yong, Duck Park Eun: Transesterification between dimethyl carbonate and phenol in the presence of (NH4)8Mo10O34 as a catalyst precursor. CATAL A GENERAL 2009, 361, 26. <http://dx.doi.org/10.1016/j.apcata.2009.03.029>
  • Almusaiteer Khalid: Synthesis of dimethyl carbonate (DMC) from methanol and CO2 over Rh-supported catalysts. Catal Commun 2009, 10, 1127. <http://dx.doi.org/10.1016/j.catcom.2009.01.012>
  • Wang Shengping, Liu Yue, Shi Yun, Ma Xinbin, Gong Jinlong: Dispersion and catalytic activity of MoO3 on TiO2-SiO2 binary oxide support. AIChE 2008, 54, 741. <http://dx.doi.org/10.1002/aic.11401>
  • Yang Xia, Ma Xinbin, Wang Shengping, Gong Jinlong: Transesterification of dimethyl oxalate with phenol over TiO2/SiO2: Catalyst screening and reaction optimization. AIChE 2008, 54, 3260. <http://dx.doi.org/10.1002/aic.11613>
  • Maraš Nenad, Polanc Slovenko, Kočevar Marijan: Microwave-assisted methylation of phenols with tetramethylammonium chloride in the presence of K2CO3 or Cs2CO3. Tetrahedron 2008, 64, 11618. <http://dx.doi.org/10.1016/j.tet.2008.10.024>
  • Kumar Ravi, Chauhan Prem M.S.: A one-pot chemoselective S-alkylation and acetylation of thiohydantoins using the alkyl orthoformate–ZnCl2–Ac2O reagent system. Tetrahetron Lett 2008, 49, 5475. <http://dx.doi.org/10.1016/j.tetlet.2008.07.020>
  • Zheng Xiaobo, Bell Alexis T.: A Theoretical Investigation of Dimethyl Carbonate Synthesis on Cu−Y Zeolite. J. Phys. Chem. C 2008, 112, 5043. <http://dx.doi.org/10.1021/jp711415g>
  • Wang Q. -S., Sun J. -H., Chu G. -Q., Yao X. -L., Chen C. -H.: Effect of LiPF6 on the thermal behaviors of four organic solvents for lithium ion batteries. J Therm Anal Calorim 2007, 89, 245. <http://dx.doi.org/10.1007/s10973-006-7534-1>
  • Zhao Guoming, Zhu Xiaomei, Wang Zhenlu, Liu Gang, Liu Yan, Jia Mingjun, Zhang Wenxiang: Transesterification of dimethyl oxalate with phenol over Ti-containing phosphate catalysts. React Kinet Catal Lett 2007, 91, 77. <http://dx.doi.org/10.1007/s11144-007-5040-5>
  • Liu Yue, Ma Xinbin, Wang Shengping, Gong Jinlong: The nature of surface acidity and reactivity of MoO3/SiO2 and MoO3/TiO2–SiO2 for transesterification of dimethyl oxalate with phenol: A comparative investigation. APPLIED CATALYSIS B 2007, 77, 125. <http://dx.doi.org/10.1016/j.apcatb.2007.07.011>
  • Tong Dong-Shen, Yao Jie, Wang Yue, Niu Hong-Ying, Wang Gong-Ying: Transesterification of dimethyl carbonate with phenol to diphenyl carbonate over V2O5 catalyst. Journal of Molecular Catalysis A 2007, 268, 120. <http://dx.doi.org/10.1016/j.molcata.2006.12.013>
  • Reddy Ch. Raji, Vijeender K., Bhusan P. Bibhuti, Madhavi P. Phani, Chandrasekhar S.: Reductive N-alkylation of aromatic amines and nitro compounds with nitriles using polymethylhydrosiloxane. Tetrahetron Lett 2007, 48, 2765. <http://dx.doi.org/10.1016/j.tetlet.2007.02.050>
  • Wang Qingsong, Sun Jinhua, Yao Xiaolin, Chen Chunhua: C80 Calorimeter Studies of the Thermal Behavior of LiPF6 Solutions. J Solution Chem 2006, 35, 179. <http://dx.doi.org/10.1007/s10953-006-9377-6>
  • Omae Iwao: Aspects of carbon dioxide utilization. Catal Today 2006, 115, 33. <http://dx.doi.org/10.1016/j.cattod.2006.02.024>
  • S?czewski Franciszek, Kornicka Anita, Brzozowski Zdzis?aw: 4-Dimethylaminopyridinium carbamoylides as stable and non-hazardous substitutes of arylsulfonyl and heteroaryl isocyanates. Green Chem 2006, 8, 647. <http://dx.doi.org/10.1039/b604376c>
  • Xing Ai-Hua, Zhang Min-Qing, He Zhi-Min, Zhang Jian-Ping: Development and optimization of a method for analysis of the products from the transesterification of dimethyl carbonate and phenol. Anal Bioanal Chem 2005, 384, 551. <http://dx.doi.org/10.1007/s00216-005-0149-8>
  • Ma Xinbin, Gong Jinlong, Yang Xia, Wang Shengping: A comparative study of supported MoO3 catalysts prepared by the new “slurry” impregnation method and by the conventional method: their activity in transesterification of dimethyl oxalate and phenol. CATAL A GENERAL 2005, 280, 215. <http://dx.doi.org/10.1016/j.apcata.2004.11.001>
  • Biradar A.V., Umbarkar S.B., Dongare M.K.: Transesterification of diethyl oxalate with phenol using MoO3/SiO2 catalyst. CATAL A GENERAL 2005, 285, 190. <http://dx.doi.org/10.1016/j.apcata.2005.02.028>
  • Yasuda Hiroyuki, Watarai Keiji, Choi Jun-Chul, Sakakura Toshiyasu: Effects of bulky ligands and water in Pd-catalyzed oxidative carbonylation of phenol. Journal of Molecular Catalysis A 2005, 236, 149. <http://dx.doi.org/10.1016/j.molcata.2005.04.031>
  • Ma Xinbin, Gong Jinlong, Wang Shengping, He Fei, Guo Hongli, Yang Xia, Xu Genhui: Characterization and reactivity of stannum modified titanium silicalite TS-1 catalysts for transesterification of dimethyl oxalate with phenol. Journal of Molecular Catalysis A 2005, 237, 1. <http://dx.doi.org/10.1016/j.molcata.2005.04.052>
  • Gong Jinlong, Ma Xinbin, Yang Xia, Wang Shengping, Wen Shoudong: A bimetallic molybdenum (VI) and stannum (IV) catalyst for the transesterification of dimethyl oxalate with phenol. Catal Commun 2004, 5, 179. <http://dx.doi.org/10.1016/j.catcom.2004.01.006>
  • Guo Hongli, Yang Xia, Xu Genhui, Wang Shengping, Ma Xinbin, Gong Jinlong, Gao Ning: Characterization and activity of stannum modified Hβ catalysts for transesterification of dimethyl oxalate with phenol. Catal Today 2004, 93-95, 377. <http://dx.doi.org/10.1016/j.cattod.2004.06.031>
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