双语化学辞典Chem Lexicon
概念 · 有机化学 · 反应机理 Organic chemistry · Reaction mechanisms

弯箭头Arrow pushing

高中High school
拼音Pinyin wān jiàn tóu 别名Also 弯箭头机理;电子推移;箭头推电子;curly arrow;curved arrow notation; electron pushing

定义Definition

弯箭头(电子推移箭头)是书写反应机理时表示电子移动的符号。双钩弯箭头表示一对电子的移动,单钩(鱼钩)箭头表示单个电子的移动。箭头从电子的来源(孤电子对或化学键)出发,指向电子的去处(原子或新形成的键)。

Curly arrows (arrow pushing) show electron movement in reaction mechanisms. A full-headed arrow shows a pair of electrons moving, and a half-headed (fish-hook) arrow a single electron. The arrow starts at the source of the electrons, a lone pair or a bond, and ends where they go, an atom or the position of a new bond.

书写规则Rules

① 箭头尾部必须在孤电子对或键上,不能从原子核或正电荷出发;② 指向原子表示电子对到该原子上,指向两原子之间表示形成新键;③ 每一步前后电荷总数守恒;④ 碳原子不能超过四根键。

1. The tail must start on a lone pair or a bond, never on a nucleus or a positive charge. 2. Ending on an atom means the pair goes to that atom; ending between two atoms means a new bond forms. 3. Total charge is conserved at every step. 4. Carbon must never have more than four bonds.

例:卤代烃的水解Example: hydrolysis of a halogenoalkane

SN2 中画两个箭头:一个从 OH⁻ 的孤电子对指向 δ+ 碳,另一个从 C–Br 键指向 Br,Br⁻ 带着电子对离去。

In SN2 two arrows are drawn: one from a lone pair of OH⁻ to the δ+ carbon, and one from the C–Br bond to the bromine, which leaves as Br⁻ with the pair.

年表Timeline

  • 1922

    罗宾逊等开始用弯箭头表示电子转移

    Robinson and co-workers begin using curved arrows to show electron movement