V2EX mesylation

Mesylation

Definition / 定义

mesylation(甲磺酰化):有机化学中的一种反应/处理方式,指把甲磺酰基(mesyl,SOCH)引入分子中,最常见的是把醇(OH)转化为甲磺酸酯(mesylate,OMs),从而把不太好的离去基变成更好的离去基,便于后续取代、消除等反应。(该词也可更宽泛地指“引入甲磺酰基”的过程。)

Pronunciation / 发音

/mslen/

Examples / 例句

Mesylation of the alcohol gives a mesylate that can be substituted easily.
对该醇进行甲磺酰化会得到甲磺酸酯,使其更容易发生取代反应。

After mesylation, the intermediate underwent an SN2 reaction to form the desired product.
甲磺酰化之后,该中间体发生了 SN2 反应,生成了目标产物。

Etymology / 词源

mesyl- 来自 mesyl(甲磺酰),是 methanesulfonyl(甲烷磺酰) 的常用缩写(在有机合成里常写作 Ms)。后缀 -ation 表示“……化/……过程”。因此 mesylation 字面意思就是“进行甲磺酰化的过程”。

Related Words / 相关词

Literary Works / 文学与著作中的用例

  • March’s Advanced Organic Chemistry(高级有机化学教材中常以“mesylation of alcohols”讨论把 OH 转为更好离去基的策略)
  • Advanced Organic Chemistry(Carey & Sundberg,反应机理与官能团转化章节中常出现 “mesylation/tosylation”)
  • Organic Syntheses(期刊/汇编中的实验步骤里常见 “the alcohol was mesylated with MsCl …” 的表述)
  • The Journal of Organic Chemistry(JOC,研究论文方法部分常出现“mesylation”用于描述合成步骤)
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