Abstract：The methoxycarbonylation mechanism of synthesizing 2,4-toluene dicarbamate from 2,4-toluene diamine and dimethyl carbonate catalyzed by anhydrous zinc acetate was investigated by Fourier transform infrared spectroscopy. The result shows that the new coordination complex was formed by oxygen atom of dimethyl carbonate’s carbonyl group attaching to zinc atom of anhydrous zinc acetate to form the Zn—O coordination bond, and the anhydrous zinc acetate changed from a bidentate ligand to a unidentate ligand. Simultaneously, dimethyl carbonate’s carbonyl group was activated. 2,4-toluene diamine was a nucleophilic reagent, and it’s amidos attacked the activated carbon of dimethyl carbonate’s carbonyl group in the new coordination complex to produce the methoxycarbonylation compound 2,4-toluene dicarbamate, then the Zn—O coordination bond in the new coordination complex was broken. At the same time, the anhydrous zinc acetate returned to a bidentate ligand.
马丹,王桂荣*,王延吉,赵新强. 利用红外光谱分析乙酸锌催化合成2,4-甲苯二氨基甲酸甲酯的反应机理[J]. 光谱学与光谱分析, 2009, 29(02): 331-335.
MA Dan,WANG Gui-rong*,WANG Yan-ji,ZHAO Xin-qiang. Application of IR Spectrum to the Research on Mechanism of Synthesis of 2,4-Toluene Dicarbamate Catalyzed by Zinc Acetate . SPECTROSCOPY AND SPECTRAL ANALYSIS, 2009, 29(02): 331-335.
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