6533b7d3fe1ef96bd125fe82

RESEARCH PRODUCT

Mass spectra of halogenated esters. 7. Methyl esters of 2-chloro C2C20n-alkanoic acids

Ilpo O.o. Korhonen

subject

McLafferty rearrangementStereochemistryBiochemistryMedicinal chemistryIonHomologous serieschemistry.chemical_compoundchemistryFragmentation (mass spectrometry)IonizationMass spectrumMolecular MedicineAliphatic compoundInstrumentationSpectroscopyElectron ionization

description

The mass spectral fragmentation of a homologous series of methyl esters of 2-chloro n-alkanoic acids ranging from acetic (C2) to eicosanoic (C20) acid on electron impact has been investigated. The fragmentation pathways were elucidated with the aid of the first field-free region metastable ions, the results being presented with one compound, i.e. with ionized methyl 2-chloro-octauoate. Owing to the Cl/H exchanges and to the formation of the non-chlorinated parent esters prior to the fragmentations the spectra show the peak pairs with and without the chlorine atom. The effects become more evident with increasing chain length; shown most visually by the abundance ratios of the McLafferty rearrangement ions atm/z108/110 and 74, and fragments at m/z121/123 and 87.

https://doi.org/10.1002/oms.1210231010