59337-97-2Relevant articles and documents
Rearrangement products in aqueous photolysis of thifensulfuron methyl
Sharma, Ashok K.,Ryan, David L.,Marr, Nina L.,Wadsley, Michael P.,Cheatham, Steve F.
, p. 401 - 410 (2017/06/29)
Photo-degradation of [14C]-thifensulfuron methyl has been investigated in aqueous media using a light source which simulates sunlight. Degradation of thifensulfuron methyl proceeds predominantly via sulfonylurea bridge ipso-contraction, and via cleavage of the bridge structure, to yield products in which the thiophene and the triazine rings have disconnected. One significant degradation product, which accounts for nearly 10%, retained both rings with truncated bridge moiety. Surprisingly, this product had thiophene ring substituents rearranged from their original locations. Other laboratories have reported photodegradation of thifensulfuron-methyl, and identified similar degradation products as well. The structure of the rearrangement product has been misidentified in previous reports because the rearrangement of the thiophene ring is not widely recognized. An unambiguous identification of this product and potential rearrangement mechanisms are presented in this report.
