V2EX sn2 reaction

SN2 Reaction

定义 / Definition

SN2 反应(Substitution Nucleophilic Bimolecular)是有机化学中的一种亲核取代反应机理:亲核试剂从离去基团的反面一次性进攻底物碳原子,形成过渡态并同时使离去基团离开。其反应速率通常与底物浓度和亲核试剂浓度都成正比(二级动力学),并导致产物构型发生沃尔登反转(inversion of configuration)。常见于伯卤代烃等位阻较小的底物。(SN1 是另一类常见机理。)

发音 / Pronunciation (IPA)

/s n tu rikn/

例句 / Examples

The SN2 reaction happens in one step.
SN2 反应是一步完成的。

Because the nucleophile attacks from the backside, an SN2 reaction inverts the stereochemistry at the carbon center.
由于亲核试剂从背面进攻,SN2 反应会使该碳中心的立体构型发生反转。

词源 / Etymology

SN2”是机理命名:S 表示 substitution(取代),N 表示 nucleophilic(亲核),2 表示 bimolecular(双分子)强调速率决定步骤中同时涉及底物与亲核试剂两种粒子。

相关词 / Related Words

文学与著作中的用例 / Notable Works

  • Organic Chemistry(Clayden, Greeves & Warren)在亲核取代章节系统讨论 SN2 的“背面进攻”和立体化学结果。
  • Organic Chemistry(John McMurry)以卤代烃取代为例讲解 SN2 的二级动力学与影响因素。
  • March’s Advanced Organic Chemistry(Smith & March)更深入整理 SN2 的反应性规律、溶剂效应与过渡态特征。
  • Organic Chemistry(Morrison & Boyd)经典教材中对 SN1/SN2 的对比与实验现象总结较为常见。
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