McLafferty rearrangement: Difference between revisions
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A dissociation reaction triggered by transfer of a hydrogen atom via a 6-member transition state to the formal radical/charge site from a carbon atom four atoms removed from the charge/radical of electron density leads to expulsion of an olefin molecule. This term was originally applied to ketone ions where the charge/radical site is the carbonyl oxygen, but it is now more widely applied. | |||
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http://ch309c.chem.lsu.edu:16080/mswiki/images/2/2d/McLafferty_rearrangement.gif | http://ch309c.chem.lsu.edu:16080/mswiki/images/2/2d/McLafferty_rearrangement.gif | ||
== [[Orange Book]] Entry == | == [[Orange Book]] Entry == | ||
Revision as of 17:25, 3 August 2006
Obsolete Template
http://ch309c.chem.lsu.edu:16080/mswiki/images/2/2d/McLafferty_rearrangement.gif
Orange Book Entry
This is an example of a rearrangement reaction and is defined as β - cleavage with concomitant specific transfer of a γ - hydrogen atom in a six-membered transition state in mono-unsaturated systems, irrespective of whether the rearrangement is formulated by a radical or by an ionic mechanism and irrespective of with which fragment the charge stays.
Gold Book Entry
β-Cleavage with concomitant specific transfer of a γ-hydrogen atom in a six-membered transition state in mono-unsaturated systems, irrespective of whether the rearrangement is formulated by a radical or an ionic mechanism, and irrespective of the position of the charge.
