The carbonyl reactivity of 3-bromopyruvate and related compounds |
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Authors: | Gunter Fischer Manfred Sieber Alfred Schellenberger |
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Institution: | Sektion Biowissenschaften, Wissenschaftsbereich Biochemie der Martin-Luther-Universität Halle/S., 402 Halle, German Democratic Republic |
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Abstract: | The covalent hydration of β-halopyruvic acids and β-halopyruvamides has been investigated in the uv region by stopped-flow techniques. In aqueous solutions of β-bromopyruvate and related compounds, the geminal diol is the predominant form at all pH values. Kinetic investigations have also been carried out on these hydrations. General bases enhance the rate of approaching the equilibrium. Specific acid catalysis was not detected. In the water-catalyzed reaction of pyruvamides, the relationship between the equilibrium constants K and the rate constants of the forward reaction
shows that the transition state is more productlike. |
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