Premium
Assignment of isomeric hydroxyhydantoins: Linked‐scan, tandem and high‐resolution studies
Author(s) -
Onisko Bruce,
Chang Lydia,
Lewis Sydell
Publication year - 1991
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.1210260302
Subject(s) - tandem , aryl , fragmentation (computing) , chemistry , high resolution , resolution (logic) , yield (engineering) , ion , structural isomer , stereochemistry , crystallography , materials science , organic chemistry , computer science , alkyl , remote sensing , artificial intelligence , metallurgy , composite material , geology , operating system
The mass spectral fragmentation of hydroxyhydantoins was studied by a combination of high‐resolution, linked‐scan and collisionally activated decomposition (CAD) experiments. This endeavor resulted in the structural assignment of four pairs of synthetic hydroxyhydantoin isomers. A key feature in differentiating l‐methyl‐3‐ aryl‐5‐hydroxy‐2,4‐imidazolidinediones from 1‐aryl‐3‐methyl‐5‐hydroxy‐2,4‐imidazolidinediones is that under electron ionizarion (EI) conditions only the 1‐methyl‐3‐aryl‐5‐hydroxy‐2,4‐imidazolidinediones yield the [MeNHCHO] + ˙ ion. The analogous [ArNHCHO] + ˙ ion (where Ar is the aryl group) was present in the EI spectra of both isomers and its origins are explained by the linked‐scan and CAD experiments performed.