27282-80-0

Basic information

• Product Name: 2,4-Dichloro-6-(methylamino)-1,3,5-triazine
• Synonyms: 2,4-Dichloro-6-(methylamino)-1,3,5-triazine
• CAS NO: 27282-80-0
• Molecular Formula: C₄H₄Cl₂N₄
• Molecular Weight: 179.01
• Mol File: 27282-80-0.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 360.1°Cat760mmHg
• Flash Point: 171.6°C
• Appearance: /
• Density: 1.591g/cm³
• Vapor Pressure: 2.27E-05mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: 2,4-Dichloro-6-(methylamino)-1,3,5-triazine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dichloro-6-(methylamino)-1,3,5-triazine(27282-80-0)
• EPA Substance Registry System: 2,4-Dichloro-6-(methylamino)-1,3,5-triazine(27282-80-0)

Safety Data

• Hazardous Substances Data: 27282-80-0(Hazardous Substances Data)

Usage

General Description

The chemical compound 2,4-Dichloro-6-(methylamino)-1,3,5-triazine, also known as Metribuzin, is a selective herbicide used in agriculture to control a broad spectrum of weeds in a variety of crops. It belongs to the triazine chemical class and works by inhibiting photosynthesis in target plants, leading to their eventual death. Metribuzin is typically applied as a foliar spray or soil treatment and is known for its long-lasting residual activity in the soil. However, it can also have negative effects on non-target plants and wildlife if not used carefully, and its use is regulated in some areas. Overall, Metribuzin is an important tool for weed management in agriculture, but proper application and consideration of its potential environmental impacts are essential.

InChI:InChI=1/C4H4Cl2N4/c1-7-4-9-2(5)8-3(6)10-4/h1H3,(H,7,8,9,10)

Upstream product

• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 74-89-5 methylamine 
• 593-51-1 methylamine hydrochloride 
• 69125-10-6 2,4-dihydroxy-6-chloro-1,3,5-triazine 

Downstream Products

• 6611-10-5 (bis-aziridin-1-yl-[1,3,5]triazin-2-yl)-methyl-amine 
• 5425-82-1 N²-methyl-2,4-diamino-6-chloro-[1,3,5]triazine 
• 30362-11-9 N-methyl-4,6-bis(methylthio)-1,3,5-triazin-2-amine 
• 17654-47-6 2-methylamino-4,6-bis(phenylamino)-1,3,5-triazine 

Relevant articles and documents

Immunoassay for Simazine and Atrazine with Low Cross-Reactivity for Propazine

An antibody for simazine and atrazine has been developed that exhibits low cross-reactivity to propazine relative to most atrazine antibodies heretofore evaluated. The cross-reactivities obtained in an enzyme-linked immunosorbent assay were 100 ± 4% for simazine, 76 ± 9% for atrazine, and 12.6 ± 1.3% for propazine. This was achieved by immunizing rabbits with the hapten 6-[[[4-chloro-6-(methylamino)]-1,3,5-triazin-2-yl]amino]hexanoic acid coupled to keyhole limpet hemocyanin. The influence of tracer hapten structure on the assay sensitivity was investigated in two competitive formats. The performance of the assay with respect to pH differences and ionic strength was also examined. The lowest IC50 values achieved for simazine were in the 0.1 μg/L range, with the limit of quantitation being 50 ng/L. Spike-recovery studies in tap and ground water as well as analysis of crude ground water samples show the usefulness of this sensitive antibody for simazine detection.

Discovery of soluble epoxide hydrolase inhibitors through DNA-encoded library technology (ELT)

Inhibition of soluble epoxide hydrolase (sEH) has recently emerged as a new approach to treat cardiovascular disease and respiratory disease. Inhibitors based on 1,3,5-triazine chemotype were discovered through affinity selection against two triazine-base

Glass engineering of aminotriazine-based materials with sub-ambient: T gand high kinetic stability

A challenge in glass engineering is the design of molecular glasses combining a high glass kinetic stability (GS) of the amorphous phase with a low (sub-ambient) glass transition temperature (Tg). Triazine derivatives with arylamino substituents readily form glassy phases that can show outstanding resistance to crystallization. In the present study, a series of 12 analogous compounds incorporating phenylamino and cyclohexylamino groups was synthesized, and their thermal properties and intermolecular interactions were studied. All compounds possess an excellent glass-forming ability, a low Tg ranging from 32 °C to as low as -19 °C, and a high GS. While the cyclohexyl derivatives show higher Tg, the phenyl derivatives possess a higher GS with some compounds remaining completely amorphous for over three years despite their sub-ambient Tg. X-ray diffraction, infrared spectroscopy and DFT calculations reveal that the higher volume occupancy and rotational energy barrier of cyclohexyl groups are the main factors responsible for the compounds' higher Tg values but that they also contribute to their higher propensity to crystallize. In counterpart, the planarity of phenyl groups leads to poorer packing and enhances their GS while keeping their Tg well below ambient. The formation of hydrogen bonds or competing interactions provides an additional handle to tune the Tg of the compounds. Taken together, these studies provide guidelines for the design of molecular glasses with readily tunable thermal properties in view of their functionalization. This journal is