Abstract: The treatment of aniline contaminated sites is challenging because of its phase conversion characteristics. Pollution mode plays a key role in the migration and transformation of pollutants. It is necessary to grasp the migration and transformation rules of aniline in soil environment and assess the impact of various pollution modes on the migration and transformation of aniline within the typical stratified soil characterized by low permeability in the upper part and high permeability in the lower part (LPZ-HPZ), which is important for managing aniline pollution in typical media. This study focuses on the stratified soil in the alluvial fan of Helan Mountain as the subject of investigation. We performed on-site assessments, adsorption/desorption experiments, and soil column leaching experiments. Furthermore, we developed a model to predict the migration and transformation of aniline based on the conditions observed at the contaminated site. This study explored the influence of soil types and pollution patterns, considering the effects of short-term high-dose (100 kg of aniline a month) and long-term low-dose (100 kg of aniline a year) pollution scenarios on the migration and transformation of aniline. The research results show that: (1) The adsorption process of aniline in sandy and silt media conforms to the second-order reaction equation, and the adsorption isotherm satisfies the Freundlich isotherm adsorption model. (2) The TMVOC model effectively simulates the migration and transformation process of aniline in typical stratified soil under different pollution modes. (3) With the same amount of leakage, aniline migrates to greater depths under long-term low-dose pollution, which proves that the concentration of pollution sources is closely related to the migration depth. (4) In the early stage of the pollution event, 97.21% of the phenylamine exists in the non-aqueous phase liquid（NAPL）phase under short-term high-dose pollution, while this proportion decreases slightly to 93.76% under long-term low-dose pollution. As the leakage event progresses, more than 99.8% of aniline dissolves into liquid phase in both pollution scenarios, achieving dynamic stability within the phase. (5) Three years after aniline was introduced into the underground environment, it shows breakthrough behavior at the LPZ-HPZ interface under long-term low-dose pollution mode. Upon entering the high permeability layer, the longitudinal migration rate of aniline increases, resulting in deeper pollution. During this period, the interphase redistribution phenomenon is more pronounced. Therefore, it is recommended to remediate aniline before it reaches the highly permeable medium following a leakage event. Ideally, such remediation work should start within three years of the leakage event. Early-stage remediation plans should prioritize NAPL phase remediation, and later stages should emphasize solutions conducive to liquid phase aniline remediation.