111992-05-3

Basic information

• Product Name: 1-(4-Cl-2-fluorophenyl)-4-difluoromethyl-4,5-dihydro-3-methyl-1H-1,2,4-triazol-5-(1H)one
• Synonyms: 1-(4-Cl-2-fluorophenyl)-4-difluoromethyl-4,5-dihydro-3-methyl-1H-1,2,4-triazol-5-(1H)one;2-(4-chloro-2-fluorophenyl)-4-(difluoromethyl)-5-methyl-1,2,4-triazol-3-one
• CAS NO: 111992-05-3
• Molecular Formula: C10H7ClF3N3O
• Molecular Weight: 277.6302896
• Mol File: 111992-05-3.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(4-Cl-2-fluorophenyl)-4-difluoromethyl-4,5-dihydro-3-methyl-1H-1,2,4-triazol-5-(1H)one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Cl-2-fluorophenyl)-4-difluoromethyl-4,5-dihydro-3-methyl-1H-1,2,4-triazol-5-(1H)one(111992-05-3)
• EPA Substance Registry System: 1-(4-Cl-2-fluorophenyl)-4-difluoromethyl-4,5-dihydro-3-methyl-1H-1,2,4-triazol-5-(1H)one(111992-05-3)

Safety Data

• Hazardous Substances Data: 111992-05-3(Hazardous Substances Data)

Usage

Uses

Chloro Fluoro Triazolin-3-one is an aryltriazolinone herbicide. An inhibitor of protoporphyrinogen oxidase.

Upstream product

• 75-45-6 Chlorodifluoromethane 
• 111992-04-2 4,5-dihydro-1-(4-chloro-2-fluorophenyl)-3-methyl-5-oxo-1H-1,2,4-triazole 
• 222979-04-6 2-(4-chloro-2-fluoro-5-iodobenzene)-4-(difluoromethyl)-2,4-dihydro-5-methyl-3H-1,2,4-triazol-3-one 

Downstream Products

• 128621-72-7 carfentrazone 

Relevant articles and documents

Selective fluorination of an aryl triazolinone herbicide intermediate

Fluoroaryl 1,2,4-triazolin-5-ones are an important class of herbicidal compounds useful in a variety of crop protection applications, primarily for the control of grassy and broad-leaf plant species. While a number of different synthetic strategies can be used for the step-wise preparation of these complex molecules, it is generally preferred to introduce fluorine later in the synthetic pathway, since the presence of fluorine and other halogens has a dominant effect on all subsequent synthetic steps. We have investigated the reactions that occur between aryl triazolinones and a variety of fluorination agents, including F2/N2, XeF2, (CF3SO2)2NF, Selectfluor, CF2(OF)2, CF3OF, CH3COOF, and CF3COOF, and have used this knowledge to develop several alternative high-yielding routes to fluoroaryl 1,2,4-triazolin-5-ones. The fluorine introduction strategy and experimental results for a representative example of this important class of compounds are discussed herein.

Continuous preparation of high purity Bis(fluoroxy)difluoromethane (BDM) at elevated pressure

The invention provides an improved process for preparing bis(fluoroxy)difluoro-methane (BDM) by continuously reacting F2 with CO2 in a reactor containing a fluorination catalyst (e.g., CsF), wherein the process is conducted at a pressure above atmospheric pressure. The process provides BDM of very high purity and very low residual F2.

Process for the preparation of a triazolinone herbicide

A process for preparing an alkyl alpha -2-chloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-2,4-substituted-benzene-propanoate herbicide, by reacting an alkyl alpha -acetyl-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-2,4-disubstituted-benzene-propanoate, Intermediate D, first with sodium hypochlorite, then with a base, and recovering the herbicide. Intermediate D is prepared by reacting a 1-(2, 4-disubstituted-5-halophenyl)-4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazole, Intermediate B, with an alkyl alkanoate in the presence of a palladium catalyst and a tertiary amine. Intermediate B is prepared by reacting a 1-(2,4-disubstituted-phenyl)-4-difluoromethyl-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazole with a halogenating agent in the presence of an acid. The 2,4-substituents are independently selected from halo, alkyl, cycloalkyl, alkoxy, nitro, or hetercyclyl.