Ionization behaviors of nitrotoluenes and dinitrotoluenes by reactions with acetone-related reactant ion.
J Mass Spectrom
; 58(12): e4983, 2023 Dec.
Article
de En
| MEDLINE
| ID: mdl-37950649
ABSTRACT
Dinitrotoluenes (DNTs) and nitrotoluenes (NTs) are found in the environment as metabolites of trinitrotoluene (TNT). When acetone is used as the solvent/eluent in atmospheric pressure chemical ionization-mass spectrometry (APCI-MS), the reactant ion is [2Acetone + O2 ]â¢- for the negative ion mode. The reactant ion reacts with an analyte to produce Mâ¢- and/or [M - H]- under atmospheric pressure. In this study, ionization behaviors of NT (2-, 3-, and 4-NTs) and DNT isomers (2,3-, 2,4-, and 2,6-DNTs) by reactions with [2Acetone + O2 ]â¢- were investigated. The energy-minimized structures of the product ions and their energies were calculated to explain the differences in the ionization behaviors. Typical NT- and DNT-related ions were produced by reactions with [2Acetone + O2 ]â¢- ; NTâ¢- , [NT - H]- , DNTâ¢- , [DNT - H]- , and [DNT - NO]- ions. The ionization efficiencies of NT- and DNT-related ions increased by increasing the source fragmentor voltage, and those of DNT-related ions were higher than those of the NT-related ions owing to the presence of an additional nitro group. The ionization efficiency of 3-NTâ¢- was higher than that of [NT - H]- , while that of [DNT - H]- was higher than those of DNTâ¢- and [DNT - NO]- . The ionization efficiency order of NTâ¢- was 3-NT > 4-NT > 2-NT, while that of [DNT - H]- was 2,4-DNT > 2,6-DNT > 2,3-DNT. The [NT - H]- and [DNT - H]- ions were stabilized by resonance structures containing nitro groups. The [DNT - NO]- ions were formed through the transition state.
Texte intégral:
1
Collection:
01-internacional
Base de données:
MEDLINE
Langue:
En
Journal:
J Mass Spectrom
Sujet du journal:
BIOQUIMICA
Année:
2023
Type de document:
Article