Vo Quan V, Hoa Nguyen Thi, Vinh Nguyen Thanh, Mechler Adam
The University of Danang - University of Technology and Education Danang 550000 Vietnam
Faculty of Pharmacy, University of Pécs Pécs H-7624 Hungary.
RSC Adv. 2025 Jun 6;15(24):19236-19244. doi: 10.1039/d5ra02754c. eCollection 2025 Jun 4.
The chemical fate of acetamiprid (AMP), a neonicotinoid pesticide, is determined by photo-oxidation: a combination of radical degradation pathways driven by the action of hydroxyl radicals. This study utilizes quantum chemical calculations to investigate the reaction of AMP with hydroxyl radicals in atmospheric, lipidic, and aqueous media. It was shown that the degradation process has a steep temperature dependence with the overall rate constant decreasing from 9.04 × 10 to 5.01 × 10 M s in the temperature range of 253-323 K thus AMP lifetime in the gas phase varies from 17.26 to 41.37 hours. In lipid media, the AMP + HO˙ reaction exhibited an overall rate constant of 1.63 × 10 M s, while in water, it was 2.95 × 10 M s, closely matching the experimentally measured rate constant ( = 7.59 × 10 M s). In natural water, where hydroxyl radical concentrations range from 10 to 10 M, AMP degradation is predicted to occur over approximately 6.47 × 10 to 1.06 × 10 hours at 273-373 K, corresponding to a range of ∼27 days to ∼121 years. Across all examined media and temperature conditions, the AMP + HO˙ reaction followed primarily the hydrogen transfer mechanism, with a minor role also played by the radical adduct formation pathway.
新烟碱类杀虫剂啶虫脒（AMP）的化学归宿由光氧化作用决定：这是一种由羟基自由基作用驱动的自由基降解途径的组合。本研究利用量子化学计算来研究AMP在大气、脂质和水性介质中与羟基自由基的反应。结果表明，降解过程对温度有强烈依赖性，在253 - 323 K的温度范围内，总速率常数从9.04×10降至5.01×10 M⁻¹ s⁻¹，因此AMP在气相中的寿命从17.26小时变化到41.37小时。在脂质介质中，AMP + HO˙反应的总速率常数为1.63×10 M⁻¹ s⁻¹，而在水中为2.95×10 M⁻¹ s⁻¹，与实验测量的速率常数（ = 7.59×10 M⁻¹ s⁻¹）非常匹配。在天然水中，羟基自由基浓度范围为10⁻¹²至10⁻¹⁰ M，预计在273 - 373 K下，AMP降解将在约6.47×10³至1.06×10⁵小时内发生，相当于约27天至约121年的范围。在所有研究的介质和温度条件下，AMP + HO˙反应主要遵循氢转移机制，自由基加合物形成途径也起次要作用。
