6533b85dfe1ef96bd12bf1c9
RESEARCH PRODUCT
Mass spectra of halogenated esters 6—Methyl esters of some trihalogenated propanoic and butanoic acids
Ilpo O.o. Korhonensubject
chemistry.chemical_classificationMcLafferty rearrangementChemistryStereochemistryCarboxylic acidIsotopes of chlorineBiochemistryMedicinal chemistryFragmentation (mass spectrometry)Isotopes of bromineHalogenMass spectrumMolecular MedicineAliphatic compoundInstrumentationSpectroscopydescription
The mass spectral fragmentation of trihalogenated methyl esters, formed in the reactions of monochlorinated methyl propenoates and 2-butenoates with Cl2, BrCl and Br2, have been investigated. In most cases α-cleavage gives the base peak, [COOCH3]+, the peaks originating from the subsequent losses of one or two halogen atoms also being abundant. The primary loss of a halogen atom is more prominent in the C4 derivatives, Br˙ and Cl˙ being preferentially lost from the 2- and 3-positions, respectively. The McLafferty rearrangement yields in one case the base peak; the 2-halo compounds could in general be distinguished by that fragmentation. Typical for all 2-bromo-substituted methyl butanoates studied is the base peak, [C3H3]+, at m/z 39, and for some 3-halo compounds the peaks at m/z 95, [C2H4ClO2]+ and 139, [C2H4BrO2]+.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1984-02-01 | Organic Mass Spectrometry |