(Solution) - Acid catalyzed transesterification and Fischer esterification take place by nearly identical -(2025 Original AI-Free Solution)

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Acid-catalyzed transesterification and Fischer esterification take place by nearly identical mechanisms. Transesterification can also take place by a base-catalyzed mechanism, but all attempts at base-catalyzed Fischer esterification (using for example) seem doomed to failure. Explain why Fischer esterification cannot be catalyzed by base.