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Alpha cleavage
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Alpha cleavage : ウィキペディア英語版
Alpha cleavage
Alpha cleavage, (α-cleavage) in organic chemistry, refers to the act of breaking the carbon-carbon bond, adjacent to the carbon bearing a specified functional group.〔 〕
== Mass spectrometry ==
Generally this topic is discussed when covering tandem mass spectrometry fragmentation and occurs generally by the same mechanisms.
For example of a mechanism of alpha cleavage, an electron is knocked off an atom (usually by electron collision) to form a radical cation. Electron removal generally happens in the following order: 1) lone pair electrons, 2) pi bond electrons, 3) sigma bond electrons.
One of the lone pair electrons moves down to form a pi bond with an electron from an adjacent (alpha) bond. The other electron from the bond moves to an adjacent atom (not one adjacent to the lone pair atom) creating a radical. This creates a double bond adjacent to the lone pair atom (oxygen is a good example) and breaks/cleaves the bond from which the two electrons were removed.
:
In molecules containing carbonyl groups, alpha cleavage often competes with McLafferty rearrangement.

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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