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Low pressure carbonylation of benzyl chloride
Affiliation:1. Institute of Petrochemistry, Heilongjiang Academy of Sciences, Harbin 150040, China;2. MIIT Key Laboratory of Critical Materials Technology for New Energy Conversion and Storage, School of Chemistry and Chemical Engineering, Harbin Institute of Technology, Harbin 150001, China;3. Integrated Composites Laboratory (ICL), Department of Chemical & Biomolecular Engineering, University of Tennessee, Knoxville, TN 37996, USA;1. Department of Materials Science and Engineering, Clemson University, Clemson, SC 29634, USA;1. College of Chemistry and Chemical Engineering, Donghua University, Shanghai 201620, China;2. Key Laboratory of Textile Fiber and Products (Wuhan Textile University), Ministry of Education, Wuhan 430200, China;1. School of Materials Science and Engineering, Ocean University of China, Qingdao 266100, China;2. Marine Chemical Research Institute Co. LTD, State Key Laboratory of Marine Coatings, Qingdao 266100, China;1. School of Materials Science and Engineering, Ocean University of China, Qingdao 266100, China;2. Marine Chemical Research Institute Co. LTD, State Key Laboratory of Marine Coatings, Qingdao 266100, China;1. School of Chemical Engineering and Technology, Hebei University of Technology, GuangRong Dao 8, Hongqiao District, Tianjin 300130, PR China;2. School of Materials Science and Engineering, Hebei University of Engineering, Handan 056038, Hebei Province, PR China
Abstract:For carbonylations, metal carbonyls, particularly cobalt and iron carbonyls, are often used as catalysts. These reactions take place under rather drastic reaction conditions, e.g. 200–300 °C and 60–100 MPa. In some patents it is stated that similar reactions using the same catalysts can also be carried out under rather mild reaction conditions, such as 0–100 °C and 0–2.5 MPa.We studied the conversion of benzyl chloride to phenyl acetic methyl ester in a semi-batch reactor in which one of the reactants was slowly added to the reactor. In this way a non-catalysed parallel reaction could be oppressed for the greater part.The highest conversions and selectivities were obtained when a solution of sodium methylate in methanol was slowly added to a reaction mixture containing benzyl chloride. In this way under optimized conditions a conversion of benzyl chloride of 100% has been found.It also appears that the conversion and selectivity decrease not only at low but also at high CO partial pressures. A possible explanation for this phenomenon will be given.
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