Determination of Propham and Chlorpropham in Postharvest‐Treated Potatoes by Liquid Chromatography with Peroxyoxalate Chemiluminescence Detection

Analysis and Characterization of Isopropyl Carbanilate Herbicide and Its Photoproducts

“…solvolysis, photo-Fries intramolecular rearrangement and dimerization were not reported in any previous study. However, these have similarities with other photolysed herbicides [21,22,[33][34][35] or some have been reported to occur for IPC in animals [13][14][15]. Additionally phenylisocyanate, isopropanol, di-isopropyl ether and amino phenols were also identified from the MS spectra and could be attributed to the hydrolysis of the carbamoyl and ester bond as previously reported [18].…”

“…Homolytic cleavage with subsequent hydrogen or solvent abstraction was a general and dominant mechanism in organic solvents [32]. The slower rate in polar solvents as compared to that in hexane could be assigned to the association of the herbicide with protic solvent via hydrogen bond in agreement with literature report [22], or due to stabilization of the excited state of its bi-radical cage [ArNH ĊOOR] [19,33,34]. The higher rate of disappearance in hexane is attributed to its hydrogen radical donating ability as compared to that of methanol and water.…”

“…Those products were expected to proceed via homlytic cleavage of the carbamoyl bond giving either a bi-radical cage [ArN˙H ĊOOR] or normal free radicals ArN˙H & ĊOOR [33,34]. In both cases the radicals were able to abstract hydrogen atom and undergo concerted photo-Fries intramolecular rearrangements to ortho or para positions or else the radical may delocalise over the entire ring and abstract solvent molecules.…”

Chemiluminescence detection in liquid chromatography: Applications to clinical, pharmaceutical, environmental and food analysis—A review

“…The linear range of application was 8.0-1500 g L −1 , 7-1500 g L −1 and 4.0-1500 g L −1 , with precision of 6.1%, 7.6% and 6.3% for carbaryl, carbofuran and propoxur, respectively. The same authors have proposed the determination of propham and chlorpropham by HPLC, after hydrolysis of the pesticides, whose metabolites (aniline and 3-chloroaniline) are derivatised with dansyl chloride and detected by the TCPO-CL reaction [115]. The method has been tested in the determination of these pesticides in post harvest-treated potatoes.…”

Rapid determination of aniline metabolites of chlorpropham in potatoes by micellar electrokinetic chromatography using negative-charged mixed micelles and laser-induced fluorescence detection

“…The determination of these compounds by the proposed MEKC method is supported on the additional hydrolytic breakdown of p-hydroxy-and p-methoxy-chlorpropham metabolites to their anilines, 3-Cl-4-OHAN and 3-Cl-4-MetAN, respectively. In this respect, we assume that the hydrolytic reaction conditions (see Section 2.4) reported for the quantitative transformation of chlorpropham to 3-ClAN [30] are useful for pesticide metabolites. This assumption should be considered because it was impossible to obtain the p-hydroxy and p-methoxy-chlorpropham metabolites commercially.…”