V2EX mesyl chloride

Mesyl Chloride

定义 Definition

Mesyl chloride(常写作 MsCl),中文常译为甲磺酰氯(系统名:甲烷磺酰氯),是一种常用的有机合成试剂,主要用于把醇(ROH)转化为更好的离去基团(形成甲磺酸酯/mesylate,ROMs),从而便于发生亲核取代等反应。(也可用于酰化/磺酰化相关转化;另有其他更专业用途。)

发音 Pronunciation

/msl klrad/

例句 Examples

We used mesyl chloride to activate the alcohol.
我们用甲磺酰氯来活化这个醇。

After converting the secondary alcohol to its mesylate with mesyl chloride, the compound underwent an SN2 substitution to give the desired product.
用甲磺酰氯把仲醇转成相应的甲磺酸酯后,该化合物发生了 SN2 取代反应,得到目标产物。

词源 Etymology

Mesyl 来自 methanesulfonyl(甲烷磺酰基)的缩写式叫法;chloride 表示其为“氯化物”。因此 mesyl chloride 本质上就是“甲烷磺酰基的氯化物”,对应结构为 CHSOCl

相关词 Related Words

  • Methanesulfonyl Chloride
  • Tosyl Chloride
  • Sulfonyl Chloride
  • Mesylate
  • Methanesulfonic Acid
  • Leaving Group
  • SN2
  • 文学与著作中的出现 Literary Works

    • Organic Chemistry(Clayden, Greeves & Warren)中在“把醇转化为更好离去基团/磺酸酯化”章节常提到 **mesyl chloride (MsCl)**。
    • March’s Advanced Organic Chemistry(Carey & Sundberg)中在“官能团互变与取代反应策略”相关内容会讨论用 MsCl 制备甲磺酸酯以促进取代/消除。
    • Comprehensive Organic Transformations(Larock)等有机合成工具书中也经常以 MsCl 作为醇活化/磺酰化试剂举例。
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