Abstract: Herein, the classic organic chemistry experiment titled "Determination of Ethyl Acetoacetate Tautomers by ¹H Nuclear Magnetic Resonance" was redesigned to enhance its scope and depth. This new experiment goes beyond simply recognizing the keto-enol tautomeric phenomenon. It delves into the kinetics, the impact of substituents, and the influence of solvents on the keto-enol tautomerization. It's worth noting that the hydrogen-deuterium exchange phenomenon can be observed, providing valuable insights into the ketone-enol tautomeric mechanism. This well-crafted experiment is designed for senior undergraduate students pursuing chemistry-related majors. It not only deepens their comprehension of ketone properties but also fosters expertise in utilizing nuclear magnetic resonance spectroscopy in the field of organic chemistry. This, in turn, solidifies their theoretical knowledge in organic chemistry and instrumental analysis and hones their problem-solving and analytical skills.

Key words: Ethyl acetoacetate, Tautomerism, ¹H NMR