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Chemical Sciences: A Manual for CSIR-UGC National Eligibility Test for Lectureship and JRF/McLafferty rearrangement
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The McLafferty rearrangement is a reaction observed in mass spectrometry. It is sometimes found that a molecule containing a keto-group undergoes β-cleavage, with the gain of the γ-hydrogen atom. This rearrangement may take place by a radical or ionic mechanism.
The reaction
A description of the reaction was first published by the American chemist Fred McLafferty in 1959. F. W. McLafferty Mass Spectrometric Analysis. Molecular Rearrangements Anal. Chem. 31 1 82–87 1959 10.1021/ac60145a015 Gross ML Focus in honor of Fred McLafferty, 2003 Distinguished Contribution awardee, for the discovery of the "McLafferty Rearrangement" J. Am. Soc. Mass Spectrom. 15 7 951–5 2004 15234352 10.1016/j.jasms.2004.05.009 Nibbering NM The McLafferty rearrangement: a personal recollection J. Am. Soc. Mass Spectrom. 15 7 956–8 2004 15234353 10.1016/j.jasms.2004.04.025
center|500 px|An example of the McLafferty rearrangement
References
Further reading
M03772 McLafferty rearrangement