Phenol-type components,
such as butylated hydroxytoluene (BHT),
are used as antioxidants (AOs) to enhance the thermo-oxidative stability
of kerosene-type Jet A-1 fuel. Although the antioxidative effect of
BHT is well known and often published, there is far less information
about the degradation products of BHT in fuels and their impact on
stability toward oxidation. In order to monitor a time-resolved depletion
of BHT in model kerosene, an artificial alteration method adapted
for regular sampling was applied. Subsequently, the molecular structure
of degradation products of BHT was identified by gas chromatography
with electron impact ionization mass spectrometry (GC-EI-MS). For
the quantification of the residual BHT as well as the two representatives
of degradation products, namely, 3,5-di-tert-butyl-4-hydroxybenzaldehyde
(HBA) and 2,6-di-tert-butyl-p-benzoquinone
(BQ), an analytical technique comprising a GC-EI triple quadrupole
mass spectrometer run in the MS/MS mode was developed. The limit of
detection (LOD) and the limit of quantification (LOQ) for BHT, BQ,
and HBA were determined below 1 ppb. The formation of BQ and HBA was
observed shortly after the nascent degradation of BHT, while an increase
of oxidation products derived from the fuel ascended remarkably after
a full depletion of both the initial AO BHT and the monitored oxidation
products BQ and HBA. As the evolution of BQ and HBA followed a characteristic
trend, these compounds can be used as markers to reliably predict
the residual time until a total consumption or a predefined threshold
of BHT is reached. This way, the quality management of in-service
or stored kerosene-type fuels is enhanced.