Английская Википедия:Ethenium

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Файл:Chemdg ethenium 1pos.svg
Ethenium (Шаблон:Chem)

In chemistry, ethenium, protonated ethylene or ethyl cation is a positive ion with the formula Шаблон:Chem. It can be viewed as a molecule of ethylene (Шаблон:Chem) with one added proton (Шаблон:Chem), or a molecule of ethane (Шаблон:Chem) minus one hydride ion (Шаблон:Chem). It is a carbocation; more specifically, a nonclassical carbocation.

Preparation

Ethenium has been observed in rarefied gases subjected to radiation.[1] Another preparation method is to react certain proton donors such as [[trihydrogen cation|Шаблон:Chem]], [[helium hydride ion|Шаблон:Chem]], [[diazenylium|Шаблон:Chem]], and Шаблон:Chem with ethane at ambient temperature and pressures below 1 mmHg. (Other donors such as [[methanium|Шаблон:Chem]] and Шаблон:Chem form ethanium preferably to ethenium.)[2]

At room temperature and in a rarefied methane atmosphere, ethanium slowly dissociates to ethenium and Шаблон:Chem. The reaction is much faster at 90 °C.[1]

Stability and reactions

Contrary to some earlier reports, ethenium was found to be largely unreactive towards neutral methane at ambient temperature and low pressure (on the order of 1 mmHg), even though the reaction yielding [[propenium|sec-Шаблон:Chem]] and Шаблон:Chem is believed to be exothermic.[3]

Structure

The structure of ethenium's ground state was in dispute for many years, but it was eventually agreed to be a non-classical structure, with the two carbon atoms and one of the hydrogen atoms forming a three-center two-electron bond. Calculations have shown that higher homologues, like the propyl and n-butyl cations also have bridged structures. Generally speaking, bridging appears to be a common means by which 1° alkyl carbocations achieve additional stabilization. Consequently, true 1° carbocations (with a classical structure) may be rare or nonexistent.Шаблон:Cln

References

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  1. 1,0 1,1 Ошибка цитирования Неверный тег <ref>; для сносок French не указан текст
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  3. Ошибка цитирования Неверный тег <ref>; для сносок Field не указан текст