Synthesis of 3,4-dimethoxythiophene from 2,2’- thiodiglycolic acid diethyl ester

3,4-dialkoxysubstituted thiophenes and their derivatives are used as precursors of monomers in the field of conducting polymers for diverse applications ranging from solar cells or OLEDs to biothecnological devices. 3,4-dimethoxythiophene can easily be transformed to other monomers by transetherification. In this work, 3,4- dimethoxythiophene was obtained from 2,2’-thiodiglycolic acid diethyl ester with a global yield of 12% after 4 steps following literature methods based on general Fager’s method. The following modifications were done: methylation direct from the disodium salt to save one step in the total synthesis and the use of a solvent free- microwave assisted O-methylation reaction. Four methods for the O-methylation step were tested and quantitatively evaluated through Green Chemistry criteria: atom economy, reduction of solvent and energy efficiency. It was shown that the best method was not the one with highest reaction yield but highest method efficiency.

• المؤلف الرئيسي: Hidalgo Báez, Francis Emilia (author)
• التنسيق: bachelorThesis
• اللغة: eng
• منشور في: 2020
• الموضوعات: 3,4-dimethoxythiophene; Solvent-free; Atom economy; Energy efficiency; 3,4-dimetoxitiofeno; Libre de disolvente; Economía atómica; Eficiencia energética
• الوصول للمادة أونلاين: http://repositorio.yachaytech.edu.ec/handle/123456789/121