2014
DOI: 10.1021/jf500671w
|View full text |Cite
|
Sign up to set email alerts
|

Hydrolysis of Chlorantraniliprole and Cyantraniliprole in Various pH Buffer Solutions

Abstract: The hydrolysis reactions of [(14)C]-chlorantraniliprole (CLAP) and cyantraniliprole (CNAP) were investigated in sterile buffer solutions at pH 4, 7, and 9. Both compounds displayed similar degradation reactions. The reactions observed were intramolecular cyclizations and rearrangements instead of the anticipated amide hydrolysis to carboxylic acids. Despite a minor difference in their structures, the degradation rates for the two compounds were substantially different. The reaction rates were examined at multi… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
1
1
1

Citation Types

2
11
0

Year Published

2015
2015
2021
2021

Publication Types

Select...
8

Relationship

0
8

Authors

Journals

citations
Cited by 21 publications
(13 citation statements)
references
References 11 publications
(15 reference statements)
2
11
0
Order By: Relevance
“…In addition, the DBE data and MS 2 experiments, conducted through the selection of the ions m/z 244 [M+HÀCl] + and 209 [M + HÀCl 2 ] + , are also consistent with the proposed structure MET 7. This transformation product was also identified by Sharma et al [42], although other intermediates detected by some authors in recent studies related to hydrolysis, and chemical and photochemical degradation of CL [37,42,43] were not recovered in our case. Fig.…”
Section: Identification and Evolution Of The Photo-transformation Prosupporting
confidence: 81%
“…In addition, the DBE data and MS 2 experiments, conducted through the selection of the ions m/z 244 [M+HÀCl] + and 209 [M + HÀCl 2 ] + , are also consistent with the proposed structure MET 7. This transformation product was also identified by Sharma et al [42], although other intermediates detected by some authors in recent studies related to hydrolysis, and chemical and photochemical degradation of CL [37,42,43] were not recovered in our case. Fig.…”
Section: Identification and Evolution Of The Photo-transformation Prosupporting
confidence: 81%
“…The activation energies for each treatment were calculated as described by Sharma et al 31 The Arrhenius equation was applied to the results in the form of the equation:…”
Section: ■ Materials and Methodsmentioning
confidence: 99%
“…The activation energies for each treatment were calculated as described by Sharma et al The Arrhenius equation was applied to the results in the form of the equation: where E A is the activation energy (kJ mol –1 ), R is the universal gas constant (0.008314 kJ mol –1 K –1 ), and A is the pre-exponential factor with the same units as k H (h –1 ). Plotting ln k H vs 1/ T gave a straight line with a slope equal to − E A / R with an intercept of ln A .…”
Section: Methodsmentioning
confidence: 99%
“…Chlorantraniliprole is a new generation efficient anthranilic diamides insecticide developed by DuPont in 2000 (Sharma et al, 2014 andLahm et al, 2007), with many advantages such as high efficiency, low toxicity, broad spectrum, long persistence and low residue (Ren et al, 2008 andLahm et al, 2009). It has been reported to exhibit excellent efficacy against lepidopteran insects (Lavtizar et al, 2015).…”
Section: Introductionmentioning
confidence: 99%