208252-67-9

Basic information

• Product Name: Urea, (4-methoxy-6-methyl-1,3,5-triazin-2-yl)-
• CAS NO: 208252-67-9
• Molecular Formula: C6H9N5O2
• Mol File: 208252-67-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Urea, (4-methoxy-6-methyl-1,3,5-triazin-2-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Urea, (4-methoxy-6-methyl-1,3,5-triazin-2-yl)-(208252-67-9)
• EPA Substance Registry System: Urea, (4-methoxy-6-methyl-1,3,5-triazin-2-yl)-(208252-67-9)

Safety Data

• Hazardous Substances Data: 208252-67-9(Hazardous Substances Data)

Usage

General Description

Urea, (4-methoxy-6-methyl-1,3,5-triazin-2-yl)- is a chemical compound that is also known as N-(4-methoxy-6-methyl-1,3,5-triazin-2-yl) urea. It is an organic compound with the molecular formula C6H10N4O2. This chemical is commonly used as a herbicide and is known for its selective pre-emergence control of annual grasses and some broadleaf weeds in various crops. It works by inhibiting the photosystem II electron transport in plants, leading to the inhibition of photosynthesis and subsequent plant death. In addition to its use as a herbicide, this compound also has potential applications in the field of pharmaceuticals and as a precursor in organic synthesis.

Upstream product

• 82097-50-5 triasulfuron 
• 79277-27-3 thifensulfuron methyl 
• 144550-06-1 methyl 4-iodo-2-[[[[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl]amino]sulfonyl]benzoate 

Relevant articles and documents

Development of HPLC/ESI-MS and HPLC/1H NMR methods for the identification of photocatalytic degradation products of iodosulfuron

In the present study, HPLC/ESI-MS and stopped-flow HPLC/1H NMR methods were developed and applied to separate and characterize the byproducts arising from TiO2-catalyzed photodegradation of the herbicide iodosulfuron methyl ester (IOME) in aqueous solution under UV irradiation. Prior to identification, irradiated solutions of IOME (200 and 1000 mg·L -1) were concentrated by solid-phase extraction using two cartridges: Isolute C18 and Isolute ENV+. Analytical separation was achieved on a C18 reversed-phase column with ACN/H2O (HPLC/MS) or ACN/D2O (HPLC/NMR) as mobile phase and a linear gradient with a chromatographic run time of 35 min. The combination of UV and MS data allowed the structural elucidation of more than 20 degradation products, whereas 1H NMR data permitted an unequivocal confirmation of the identities of major products and the differentiation of several positional isomers, in particular, the hydroxylation isomers. The obtained results permitted us to propose a possible degradation scheme and to put in evidence the presence of privileged sites for the attack of OH radicals. This work shows, for the first time, the application of combined HPLC with UV, MS, and NMR detection for complete structural elucidation of photocatalytic degradation products, and it will be of particular value in studies on the elimination of pollutants in aqueous solutions by photocatalysis.

Photophysical and photochemical studies of thifensulfuron-methyl herbicide in aqueous solution

The photophysical and photochemical studies of a sulfonylurea herbicide, thifensulfuron-methyl (THM), have been investigated in a buffered aqueous solution. In the first part, the influence of pH on the spectroscopic properties was studied. This allowed the determination of the ground and excited state acidity constants, pKa=4 and 4.4, respectively, thus exhibiting the potential existence of a photoinduced protonation in the singlet state. In the second part, the photolysis kinetics was studied at different pH and varying oxygen concentrations, using an HPK 125W lamp and followed up by the identification of photoproducts formed under continuous photo-irradiation. The kinetics results suggest that the photolysis process is faster in acidic (k=3×10-4s-1) than in basic medium (k=9.8×10-5s-1). The photolysis products were identified by high performance liquid chromatography HPLC-DAD, HPLC-MS and HPLC-MS-MS. In order to obtain a better understanding of the photodegradation mechanism, a laser flash photolysis study was performed. By comparing the quenching rate constant (kq=9.64×108mol-1ls-1) obtained from triplet state quenching by molecular oxygen and from the Stern-Volmer relation (kq=0.41×108mol-1ls-1), the role of the singlet state in the photodegradation process was demonstrated. The photoproducts originating from both singlet and triplet excited states have been identified and hypothetical photodegradation pathways of the thifensulfuron-methyl in aqueous solution are proposed.

Simulated sunlight-induced photodegradations of triasulfuron and cinosulfuron in aqueous solutions

To elucidate the photochemical behavior of two sulfonylureas (cinosulfuron and triasulfuron) for which the chemical formulas are relatively close, their photodegradation was studied in water. All experiments were carried out under laboratory conditions using a xenon arc lamp as the source of radiation to simulate environmental conditions. Polychromatic quantum efficiencies were calculated to determine the photochemical pesticide lifetimes at pH 7, and a comparison with hydrolysis lifetimes has been performed. The results obtained showed clearly that at pH 7, photodegradation becomes a more important pathway than chemical degradation. HPLC-DAD was used to study the kinetics for both sulfonylureas and their photoproducts, whereas HPLC-MS (ESI in positive and negative modes) was used to identify photoproducts. These results suggest that the photodegradation of these two sulfonylureas proceeds via a number of reaction pathways: (1) cleavage of the sulfonylurea bridge; (2) desulfonylation, which can proceed either by a carbon-sulfur cleavage or a nitrogen-sulfur cleavage; (3) O-demethylation of methoxy moieties present on the triazine ring; and (4) O-dealkylation of benzene derivatives. In addition, it was found that the desulfonylation represented the main step and that it was wavelength dependent.