6533b825fe1ef96bd1283093

RESEARCH PRODUCT

Mass spectra of halogenated esters: 8. Methyl esters of 2,3-dichloro-, bromochloro- and dibromopropenoic acids

Ilpo O.o. Korhonen

subject

BromineStereochemistrychemistry.chemical_elementBiochemistryMedicinal chemistryE-Z notationSpectral lineIonFragmentation (mass spectrometry)chemistryHalogenMass spectrumMolecular MedicineInstrumentationSpectroscopy

description

The mass spectral fragmentation of methyl esters of E and Z isomers of 2,3-dichloro-, 2-bromo-3-chloro-, 3-bromo-2-chIoro- and 2,3-dibromopropenoic acids have been investigated. The M+˙ peak is shown with all isomers, the [M − OCH3]+, [M − X]+, [M − OCH3 − CO]+, [M − OCH3 − CO − X]+˙ and [M − OCH3 − CO − X − X]+ ions constituting abundant peaks in all spectra. The results, particularly from the bromochloro isomers, show that a halogen atom is eliminated from the 3- rather than the 2- position and from the Z rather than the E isomer. Bromine as a bulky atom is preferentially lost.

https://doi.org/10.1002/oms.1210231103