Mechanisms of the Aqueous Solvolysis of the Ring-opening of the Lactone Ring of Goniodomin A

B. A. H. Jr., L. Smentek
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引用次数: 1

Abstract

The phycotoxin Goniodomin A is a Dinoflagellate of the Alexandrium genus and is a macrocyclic lactone. It is found widely in sea water and is known to open slowly the lactone in water. The cleavage of the lactone is sensitive to the pH of the water. As one changes the pH from ~6 to 8 its solvolytic rate dramatically increases. Treatment of kinetic data previously published indicates that there are two competing first-order reactions, an SN­1 and an intramolecular SN2, which is a pseudo first-order reaction.
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性腺素A内酯环开环的水溶液溶解机理
藻毒素Goniodomin A是亚历山大属的鞭毛藻,是一种大环内酯。它广泛存在于海水中,众所周知它能缓慢地打开水中的内酯。内酯的裂解对水的pH值很敏感。当pH值从~6改变到8时,其溶解速率急剧增加。对先前发表的动力学数据的处理表明,存在两个相互竞争的一级反应,一个是SN-1,一个是分子内的SN2,这是一个伪一级反应。
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