111992-11-1

Basic information

• Product Name: 2-(4-Bromo-2-fluoro-5-nitrophenyl)-4-(difluoromethyl)-2,4-dihydro-5-methyl-3H-1,2,4-triazol-3-one
• Synonyms: 2-(4-Bromo-2-fluoro-5-nitrophenyl)-4-(difluoromethyl)-2,4-dihydro-5-methyl-3H-1,2,4-triazol-3-one
• CAS NO: 111992-11-1
• Molecular Formula: C10H6BrF3N4O3
• Molecular Weight: 367.08
• Mol File: 111992-11-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 370.9 °C at 760 mmHg
• Flash Point: 178.1 °C
• Appearance: /
• Density: 1.97
• CAS DataBase Reference: 2-(4-Bromo-2-fluoro-5-nitrophenyl)-4-(difluoromethyl)-2,4-dihydro-5-methyl-3H-1,2,4-triazol-3-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Bromo-2-fluoro-5-nitrophenyl)-4-(difluoromethyl)-2,4-dihydro-5-methyl-3H-1,2,4-triazol-3-one(111992-11-1)
• EPA Substance Registry System: 2-(4-Bromo-2-fluoro-5-nitrophenyl)-4-(difluoromethyl)-2,4-dihydro-5-methyl-3H-1,2,4-triazol-3-one(111992-11-1)

Safety Data

• Hazardous Substances Data: 111992-11-1(Hazardous Substances Data)

Usage

Description

2-(4-Bromo-2-fluoro-5-nitrophenyl)-4-(difluoromethyl)-2,4-dihydro-5-methyl-3H-1,2,4-triazol-3-one is a complex organic chemical compound that features a 1,2,4-triazole core. This molecule is distinguished by the presence of various functional groups, including a bromo and fluoro groups on the phenyl ring, a nitro functional group, a difluoromethyl group, and a 5-methyl group attached to the triazole ring. Such 1,2,4-triazole derivatives are commonly found in pharmaceuticals, agrochemicals, and dyes, and are known for their diverse biological activities. The specific characteristics, reactivity, and applications of this compound are highly dependent on its precise molecular structure and the conditions of its use.

Uses

Used in Pharmaceutical Industry:
2-(4-Bromo-2-fluoro-5-nitrophenyl)-4-(difluoromethyl)-2,4-dihydro-5-methyl-3H-1,2,4-triazol-3-one is used as a pharmaceutical intermediate for the development of new drugs. Its unique molecular structure, which includes various functional groups, allows it to be a versatile building block in the synthesis of bioactive compounds with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical industry, 2-(4-Bromo-2-fluoro-5-nitrophenyl)-4-(difluoromethyl)-2,4-dihydro-5-methyl-3H-1,2,4-triazol-3-one is used as a precursor in the synthesis of agrochemicals. Its specific functional groups can be utilized to create compounds with pesticidal or herbicidal properties, contributing to the development of effective crop protection agents.
Used in Dye Industry:
2-(4-Bromo-2-fluoro-5-nitrophenyl)-4-(difluoromethyl)-2,4-dihydro-5-methyl-3H-1,2,4-triazol-3-one is used as a key intermediate in the production of dyes. The presence of multiple functional groups in its structure allows for the creation of dyes with specific color characteristics and properties, suitable for various applications in textiles, plastics, and other industries.

Upstream product

• 367-24-8 4-bromo-2-fluoroaniline 
• 111992-09-7 1-(4-bromo-2-fluorophenyl)-3-methyl-1H-1,2,4-triazol-5(4H)-one 
• 111992-08-6 2-(2-(4-bromo-2-fluorophenyl)hydrazono)propanoic acid 

Relevant articles and documents

Design and synthesis of 1-(benzothiazol-5-yl)-1H-1,2,4-triazol-5-ones as protoporphyrinogen oxidase inhibitors

Protoporphyrinogen oxidase (PPO, E.C. 1.3.3.4) is the action target for several structurally diverse herbicides. A series of novel 4-(difluoromethyl)-1- (6-halo-2-substituted-benzothiazol-5-yl)-3-methyl-1H-1,2,4-triazol-5(4H)-ones 2a-z were designed and synthesized via the ring-closure of two ortho-substituents. The in vitro bioassay results indicated that the 26 newly synthesized compounds exhibited good PPO inhibition effects with Ki values ranging from 0.06 to 17.79 μM. Compound 2e, ethyl 2-{[5-(4- (difluoromethyl)-3-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl) -6-fluorobenzo-thiazol-2-yl]thio}acetate, was the most potent inhibitor with Ki value of 0.06 μM against mtPPO, comparable to (Ki = 0.03 μM) sulfentrazone. Further green house assays showed that compound 2f (Ki = 0.24 μM, mtPPO), ethyl 2-{[5-(4-(difluoromethyl)-3-methyl-5- oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)-6-fluorobenzothiazol-2-yl]thio} propanoate, showed the most promising post-emergence herbicidal activity with broad spectrum even at concentrations as low as 37.5 g ai/ha. Soybean exhibited tolerance to compound 2f at the dosages of 150 g ai/ha, whereas they are susceptible to sulfentrazone even at 75 g ai/ha. Thus, compound 2f might be a potential candidate as a new herbicide for soybean fields.

Phenylacetylene derivatives

The invention is related to a novel phenylacetylene derivates of formula: STR1 wherein X represents hydrogen, halogen, optionally substituted C1-6 alkyl; Y represents hydrogen, halogen, cyano, nitro, optionally substituted C1-6 alkyl, C1-6 alkoxy, C3-8 cycloalkoxy, optionally substituted C1-6 alkylthio, C3-8 cycloalkylthio, C1-6 alkylsulfinyl, optionally substituted C1-6 alkylsulfonyl, C3-8 cycloalkylsulfonyl, C1-6 alkylsulfonyloxy, optionally substituted sulfonamide, optionally substituted carboxamide, etc., or Y may form together with Z which is bonded to the vicinal carbon atom a 5- or 6-membered ring; n is 0 or 1; Z represents hydrogen or halogen; m is 1 or 2; R represents hydrogen, halogen, C1-6 alkyl, tri(C1-6 alkyl)silyl, COORc or CONRd Re ; Q represents a heterocyclic group, and their use as herbicid.