Photodegradation of novel nitromethylene neonicotinoids with tetrahydropyridine-fixed cis configuration in aqueous solution.

Photodegradation of 1-((6-chloropyridin-3-yl)methyl)-7-methyl-8-nitro-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridin-5-ol (IPPA152001) and 1-((6-chloropyridin-3-yl)methyl)-7-methyl-8-nitro-5-propoxy-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridine (IPPA152004) was studied in distilled water; high-pressure mercury lamp and xenon lamp were used as light sources. The photolytic rate constants of the two compounds and their half-lives were calculated. Compared with imidacloprid, the order of photodegradation rate of three compounds was as follows: imidacloprid > IPPA152001 > or = IPPA152004. Mercury lamp light intensity was measured with chemical actinometers. The quantum yields for photodegradation of IPPA152001 and IPPA152004 in distilled water were also calculated. Photodegradation products of IPPA152004 were preliminarily identified on the basis of the spectral data of GC-MS, LC-TOF-ESI, and LC-MS-MS in positive mode. The photodegradation pathways of IPPA152004 were proposed according to the structures of photoproducts.