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As part of a study on cyclopropane derivatives of fatty
Chapter 15, Problem 15.73(choose chapter or problem)
As part of a study on cyclopropane derivatives of fatty acids, the following amide was subjected to mass spectrometric analysis (J. Org. Chem. 1977, 42, 126129). The most abundant peak in the spectrum was found at m/z = 113. Suggest a reasonable structure and mechanism of formation for the ion consistent with the peak at m/z = 113. O N
Questions & Answers
QUESTION:
As part of a study on cyclopropane derivatives of fatty acids, the following amide was subjected to mass spectrometric analysis (J. Org. Chem. 1977, 42, 126129). The most abundant peak in the spectrum was found at m/z = 113. Suggest a reasonable structure and mechanism of formation for the ion consistent with the peak at m/z = 113. O N
ANSWER:Step 1 of 3
Mass spectrometry provides information of a molecular formula and the weight of a compound. In this spectroscopy, a high-energy electron impacts the molecule to produce ions, which are then detected by the magnetic field.
The electron impact produces a molecular ion radical that is extremely unstable and fragmented into daughter ions. The relative abundance of the detected cations is indicated in the mass spectrum by the separation of the cationic fragments according to their mass-to-charge ratio (m/z).
The base peak, which is the most stable cation compared to other cations in the fragmentation, is the tallest peak in the mass spectrum.
In order to determine the mass-to-charge ratio (m/z) of one or more molecules in a sample, mass spectrometry is a useful analytical tool.