Supporting Information Kinetic Study of Reactions of Aniline and Benzoyl Chloride Using NH3 as Acid Absorbent in a Microstructured Chemical System Peijian Wang, Jisong Zhang, Kai Wang, Guangsheng Luo*, Pei Xie The State Key Laboratory of Chemical Engineering, Department of Chemical Engineering, Tsinghua University, Beijing 100084, China *Corresponding Author Email: [email protected]. Figure S1. Yield curves for the residence time of 1 s when bases with different alkalinity are used. The horizontal axis is the molar ratio of base and aniline and the vertical axis is yield in 1 s. In the numerical calculation, 100 times, 1 time and 0.01 time are used to represent “far more than”, “nearly equal to” and “far less than”. Figure S2. IR spectrum of reaction system, solvent, benzanilide and benzamide. The reaction system contains equal molar aniline and benzoyl chloride reacting in NMP with NH3 after 2 h. In this figure, most of the characteristic absorption peaks of the reaction system are the same with NMP since the solvent accounts for most mass fraction. Meanwhile, the characteristic absorption peaks of benzanilide at 3350 cm-1 and 3050 cm-1 are also reflected, especially the rising trend of reaction system transmittance curve in the wavenumber range of 4000 cm-1 to 2000 cm-1 is consistent with that of benzanilide. On the contract, the peak value of benzamide at 3500 cm-1 is not shown in the transmittance curve of the reaction system at all. From the results of the infrared spectrum, we can conclude that there are benzanilide and NMP in the reaction system and no benzamide exists, which can prove the validity of the mechanism in Figure 3. Table S1. Values of k1, k2 and k-2 at different temperature. Temperature (°C) 0 10 20 30 40 Values of k1 (L·mol-1·s-1) 124.9 147.9 163.9 181.4 201.2 Values of k2 (L·mol-1·s-1) 14.7 17.4 19.3 21.3 23.6 Values of k-2 (s-1) 6.4×10-3 7.0×10-3 7.4×10-3 7.9×10-3 8.3×10-3
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