Spectroscopy and Spectral Analysis, Volume. 29, Issue 2, 331(2009)

Application of IR Spectrum to the Research on Mechanism of Synthesis of 2,4-Toluene Dicarbamate Catalyzed by Zinc Acetate

MA Dan*, WANG Gui-rong, WANG Yan-ji, and ZHAO Xin-qiang
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    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.

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    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[J]. Spectroscopy and Spectral Analysis, 2009, 29(2): 331

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    Paper Information

    Received: Aug. 10, 2007

    Accepted: --

    Published Online: Dec. 9, 2009

    The Author Email: Dan MA (wangguirong111@126.com)

    DOI:10.3964/j.issn.1000-0593(2009)02-0331-05

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