采用密度泛函理论DFT/B3LYP的方法，以6-31G*以及6-311++G (d, p) 的基组对臭氧氧化苯并噻吩及其衍生物反应中的几何构型、反应路径及前线分子轨道进行了理论研究。结合实验数据，结果表明：臭氧最高分子轨道（HOMO）和苯并噻吩的最低空分子轨道（LUMO）对称性匹配而络合，经氧化分解并得到了最终稳定的氧化产物2-巯基苯甲醛。本文进一步计算了臭氧氧化二苯并噻吩和4,6-二甲基二苯并噻吩的反应机理，这两种硫化物先被氧化成亚砜，然后被进一步氧化成砜。根据所需活化能垒的大小，可得出臭氧和苯并噻吩及其衍生物的反应活性规律：苯并噻吩 > 4,6-二甲基二苯并噻吩 > 二苯并噻吩。

A theoretical study on the geometries, reaction paths, as well as the frontier molecular orbitals of the ozone oxidation of benzothiophene and its derivatives was conducted by using the density functional theory B3LYP method at 6-31G* and 6-311++G(d, p) levels. Firstly, ozone attack on the double bond of benzothiophene (BT). The highest occupied molecular orbital (HOMO) of the ozone and the lowest unoccupied molecular orbital (LUMO) of benzothiophene are symmetrical matched each other to generate a complex. Finally, 2-mercapto-benzoic acid was produced by breaking the double five-membered ring. Furthermore, the ozonation of dibenzothiophene (DBT) and 4,6-dimethyldibenzothiophene (4,6-DMDBT) are calculated. The sulfides were oxidized to sulfoxide, and further oxidized to sulfone. Based on the activation energies, the reactivity of benzothiophene and its derivatives to ozone are in the following order: BT > 4,6-DMDBT > DBT.