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Mass spectra of halogenated esters 5—Chloromethyl esters of aliphatic C 2 C 12 n ‐carboxylic acids and their monochlorinated derivatives
Author(s) -
Korhonen Ilpo O. O.
Publication year - 1984
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210190108
Subject(s) - chemistry , mass spectrum , fragmentation (computing) , electron ionization , ion , chlorine , metastability , chlorine atom , polyatomic ion , mass spectrometry , medicinal chemistry , structural isomer , stereochemistry , organic chemistry , chromatography , computer science , ionization , operating system
A study has been made of the mass spectral fragmentation upon electron impact of aliphatic C 2 C 12 chloromethyl esters and all their 66 monochlorinated derivatives. The fragmentation pathways of the parent chloromethyl esters were elucidated with the aid of the 1st FFR metastable ions. A McLafferty rearrangement gives the base peak in the C 6 C 11 parent esters and in almost all the 4‐chloro and ω‐chloro isomers. The subsequent loss of HCl gives a very characteristic peak of the chloromethyl esters and their (3‐ω)‐chloro derivatives at m / z 72, [C 3 H 4 O 2 ] + . The 2‐chloro isomers have the corresponding chlorine‐containing fragment ion at m / z 106/108. The mass spectra of 2‐, 3‐, 4‐, 5‐ and ω‐chloro isomers give the characteristic fragment ions, the mass spectra of the other isomers being very similar.