What question did this study set out to answer?

Characterize the electron-impact mass spectral fragmentation pathways and hydrogen rearrangement reactions occurring in organic amides and amines.

August 1, 1963Journal of the American Chemical Society

Mass Spectrometry in Structural and Stereochemical Problems. XXVII.1 Mass Spectral Fragmentation Processes and Hydrogen Transfer Reactions of Amides and Amines2

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Authors

ZPZ. PelahBen-Gurion University of the Negev MKM. KielczewskiAdam Mickiewicz University in Poznań JWJ. M. WilsonPaul Scherrer Institute

Discussion

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Implication

Spectrometric study demonstrates distinct fragmentation pathways and hydrogen transfer mechanisms in amides and amines, highlighting principles for organic structural elucidation.

Key Points

Characterize the electron-impact mass spectral fragmentation pathways and hydrogen rearrangement reactions occurring in organic amides and amines.
Subjected structural series of aliphatic and substituted amides and amines to electron-impact mass spectrometry.
Analyzed isotopic labeling and structural analogs to trace specific hydrogen transfer routes and bond-cleavage mechanisms.
Amides and amines exhibit predictable alpha-cleavage and hydrogen transfer reactions directed by charge localization on the nitrogen atom.
Specific hydrogen migration pathways generate diagnostic fragment ions that correlate with functional group substitution and molecular stereochemistry.

Cite This Study

Pelah et al. (1963) studied this question.

synapsesocial.com/papers/6a8dd1a205d5ce98075beb72 https://doi.org/10.1021/ja00899a029

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Implication

Spectrometric study demonstrates distinct fragmentation pathways and hydrogen transfer mechanisms in amides and amines, highlighting principles for organic structural elucidation.

Mass Spectrometry in Structural and Stereochemical Problems. XXVII.1 Mass Spectral Fragmentation Processes and Hydrogen Transfer Reactions of Amides and Amines2

Discussion

Member takes

Implication

Key Points

Cite This Study

Mass Spectrometry in Structural and Stereochemical Problems. XXVII.1 Mass Spectral Fragmentation Processes and Hydrogen Transfer Reactions of Amides and Amines2

Discussion

Member takes

Implication

Key Points

Cite This Study

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