PREPARED BY
SUNNY MAURYA
M. PHARM SECOND SEMESTER
(PHARMACEUTICAL CHEMISTRY)
ADVANCED SPECTRAL ANALYSIS
SCHOOL OF PHARMACEUTICAL SCIENCES
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Contents
 MC LAFFERTY REARRANGEMENT
 INTRODUCTION
 GAMMA HYDROGEN
 REARRANGEMENT
 MECHANISM
 APPLICATION
 REFERENCES
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Mc lafferty rearrangement
 Fred Warren McLafferty was an American chemist
known for his work in mass spectrometry.
 He is best known for the McLafferty rearrangement
reaction that was observed with mass spectrometry.
 Mass spectroscopy is a technique used to determine the
mass of a given molecule.
 The molecule is placed inside the spectrometer and
ionized by high-energy electrons.
 After the molecules are ionized, they become radical
cations that can then be sorted and weighed.
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Mc lafferty rearrangement
 When hydrogen is available at the -position on carbonyl
compounds, these compounds go through a specific
rearrangement due to the cleavage of multiple bonds,
including the bonds at  and  -positions.
 This reaction is known as the McLafferty rearrangement.
 The rearrangement involves a six-membered ring
transition state in which the carbonyl group pulls off the
-proton, splitting the molecule into two pieces.
 These pieces consist of an enol radical cation and a
neutral alkene fragment.
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-hydrogen should contain
 Aldehyde
 Ketone
 Ester
 Carboxylic acid
 amides
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Rearrangement in carbonyl compound
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Mechanism of rearrangement
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Mechanism of rearrangement
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Rearrangement in ketone & carboxylic acid
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Application
 Molecular weight determination
 Element analysis
 Structural elucidation using mass specroscopy
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References
 https://www.slideshare.net/Justsci/mclafferty-
rearrangementpptx
 https://www.slideshare.net/darshanNU/mclaffertey-
rearrangement
 https://www.slideshare.net/MahendraMahi28/mc-
lafferty-rearrangement
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Thank you
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MC LAFFERTY.pptx