V2EX nucleophilic acyl substitution

Nucleophilic Acyl Substitution

释义 Definition

亲核酰基取代反应:有亲核试剂(nucleophile)进攻酰基/羰基碳(acyl carbon),并最终使一个离去基(leaving group)离开,从而在酰基上发生“取代”的反应类型。常见于酰氯、酸酐、酯、酰胺等羧酸衍生物的反应(也常被概括为“加成消除”机理)。
(该术语在有机化学中也可与“亲核加成-消除”语境互用;具体取决于底物与机理表述。)

发音 Pronunciation (IPA)

/nukliflk esl sbsttun/

词源 Etymology

  • nucleophilic 来自 nucleus(“原子核”)+ -philic(“喜爱……的”),在化学中指“亲核的”,即倾向于与带正电或电子缺乏的中心反应。
  • acyl 源自 acid(酸)相关词根,指“酰基”(RC(=O))。
  • substitution 来自拉丁语 substituere(替换),意为“取代”。
    组合起来即“由亲核试剂导致的酰基取代”。

例句 xamples

Esters often undergo nucleophilic acyl substitution.
酯类常发生亲核酰基取代反应。

In peptide bond hydrolysis, water acts as a nucleophile, and the reaction proceeds via nucleophilic acyl substitution at the carbonyl carbon.
在肽键水解中,水作为亲核试剂,反应通过对羰基碳的亲核酰基取代过程进行。

相关词 Related Words

文学与著作 Literary Works

  • Organic Chemistry Jonathan Clayden, Nick Greeves, Stuart Warren(常以羧酸衍生物反应章节系统讨论该类反应)
  • Organic Chemistry Paula Yurkanis Bruice(以机理与反应性顺序讲解亲核酰基取代)
  • March’s Advanced Organic Chemistry Michael B. Smith(更深入的机理、反应性与影响因素汇总)
  • Advanced Organic Chemistry Jerry March / Carey & Sundberg(高级有机化学教材中常出现该术语与相关机理)
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