%0 Journal Article %J Organic Process Research & Development %D 2015 %T Continuous-flow nitration of o-xylene: effect of nitrating agent and feasibility of tubular reactors for scale-up %A Sharma, Y. %A Joshi, Ramesh A. %A Kulkarni, A. A. %X

Continuous-flow nitration of o-xylene has been studied with different nitrating agents over a wide range of conditions for different parameters such as temperature, residence time, and concentrations. A nitrating mixture comprising sulfuric acid and fuming nitric acid was seen to yield higher selectivity for the isomer 1,2-dimethyl-3-nitrobenzene over the isomer 1,2-dimethyl-4-nitrobenzene and also a non-negligible quantity of dinitro derivatives of o-xylene. With only fuming nitric acid as the nitrating agent, the reaction was selective for 1,2-dimethyl-4-nitrobenzene over 1,2-dimethyl-3-nitrobenzene. Impurities mainly come from nitration of mononitro derivatives, and this occurs more from nitration of the 3-nitro isomer because of its higher reactivity with nitric acid. An economic analysis of the continuous-flow reactor for the production of 1,2-dimethyl-4-nitrobenzene at 100 and 500 kg/h in a jacketed tubular reactor showed that numbering-up is a more economical approach for higher production capacity. A combination of large- and small-sized tubes depending upon the relative rates of heat generation during a reaction will achieve more profit and a shorter payback period than having the entire reactor made of a single tube size.

%B Organic Process Research & Development %I AMER CHEMICAL SOC %C 1155 16TH ST, NW, WASHINGTON, DC 20036 USA %V 19 %P 1138-1147 %8 SEP %G eng %N 9 %3

Foreign

%4 2.922 %R 10.1021/acs.oprd.5b00064