Attached is a Sciences' article about the synthesis of an organic conductive polymer. The 2-steps synthesis to prepare the conductive polymer PTEO leverages acid base and substitution chemistry. A OH PTEO NaOH GTEMPO +OK OK 80°C • Re-write the two-step synthesis using ROH (as a generic alcohol) and epichlorohydrin. • Suggest a step-by-step mechanism for the formation of the polymer from the synthesized monomer (still use R as generic alcohol). what is the role of the bases (NaOH and tButOK)? • Is the polymerization a SN2 or SN1 reaction? • What is the driving force for the substitution reaction (i.e. formation of the polymer). In other words, why epichloryhdrin-based monomers leads to efficient polymerization reactions?

Organic Chemistry
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Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
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Chapter18: Functional Derivatives Of Carboxylic Acids
Section: Chapter Questions
Problem 18.58P
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https://www.science.org/doi/10.1126/science.aao7287

Attached is a Sciences' article about the synthesis of an organic conductive polymer. The 2-steps synthesis to prepare the conductive polymer PTEO leverages acid base and substitution
chemistry.
A
OH
PTEO
NaOH
GTEMPO
+OK
OK
80°C
• Re-write the two-step synthesis using ROH (as a generic alcohol) and epichlorohydrin.
•
Suggest a step-by-step mechanism for the formation of the polymer from the synthesized monomer (still use R as generic alcohol). what is the role of the bases (NaOH and tButOK)?
• Is the polymerization a SN2 or SN1 reaction?
• What is the driving force for the substitution reaction (i.e. formation of the polymer). In other words, why epichloryhdrin-based monomers leads to efficient polymerization reactions?
Transcribed Image Text:Attached is a Sciences' article about the synthesis of an organic conductive polymer. The 2-steps synthesis to prepare the conductive polymer PTEO leverages acid base and substitution chemistry. A OH PTEO NaOH GTEMPO +OK OK 80°C • Re-write the two-step synthesis using ROH (as a generic alcohol) and epichlorohydrin. • Suggest a step-by-step mechanism for the formation of the polymer from the synthesized monomer (still use R as generic alcohol). what is the role of the bases (NaOH and tButOK)? • Is the polymerization a SN2 or SN1 reaction? • What is the driving force for the substitution reaction (i.e. formation of the polymer). In other words, why epichloryhdrin-based monomers leads to efficient polymerization reactions?
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