97928-01-3

Basic information

• Product Name: 7-(trifluoroMethyl)-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione
• Synonyms: 7-(trifluoroMethyl)-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione;4-(Trifluoromethyl)isatoic anhydride
• CAS NO: 97928-01-3
• Molecular Formula: C₉H₄F₃NO₃
• Molecular Weight: 231.1281696
• Mol File: 97928-01-3.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 7-(trifluoroMethyl)-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 7-(trifluoroMethyl)-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione(97928-01-3)
• EPA Substance Registry System: 7-(trifluoroMethyl)-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione(97928-01-3)

Safety Data

• Hazardous Substances Data: 97928-01-3(Hazardous Substances Data)

Usage

Description

7-(Trifluoromethyl)-2,4-dihydro-1H-3,1-benzoxazine-2,4-dione, also known as TFB, is a synthetic chemical compound with a molecular formula C9H5F3NO3. It is characterized by its strong thermal and chemical stability, making it a valuable component in the production of high-performance polymers, resins, coatings, adhesives, and advanced composites.

Uses

Used in Polymer and Resin Production:
TFB is used as a monomer for the production of high-performance polymers and resins due to its excellent resistance to heat, chemicals, and flames. This makes it suitable for applications requiring robust materials with enhanced durability and stability.
Used in Coatings and Adhesives Industry:
TFB is utilized as a key component in the manufacturing of coatings and adhesives, providing them with improved heat and chemical resistance. This results in coatings and adhesives with longer-lasting performance and greater resistance to environmental factors.
Used in Advanced Composites:
TFB is employed in the production of advanced composites, where its strong thermal and chemical stability contribute to the development of lightweight, high-strength materials with superior mechanical properties.
Used in Pharmaceuticals and Agrochemicals:
TFB has potential applications in the pharmaceutical and agrochemical industries due to its diverse chemical properties and functional groups. Its unique characteristics may be harnessed for the development of new drugs or agrochemical products.
Safety Precautions:
It is important to handle TFB with care, as it may be harmful if it comes into contact with the skin or is inhaled. Appropriate safety measures should be taken when working with this compound to ensure the safety of individuals and the environment.

Upstream product

• 141940-28-5 2-tert-butoxycarbonylamino-4-trifluoromethyl-benzoic acid 
• 402-13-1 2-amino-4-trifluoromethylbenzoic acid 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 75-44-5 phosgene 
• 343-69-1 6-(Trifluoromethyl)-1H-indol-2,3-dione 

Downstream Products

• 1228794-36-2 C₈H₈F₃N₃O 
• 1394058-45-7 2-amino-N-(benzyloxy)-4-trifluoromethylbenzamide 
• 713-41-7 2-amino-4-(trifluoromethyl)benzamide 
• 1361967-22-7 C₂₃H₁₄F₆N₂O₂ 
• 1361005-81-3 2-(4,4-dimethyl-4,5-dihydrooxazol-2-yl)-5-(trifluoromethyl)aniline 
• 1361004-86-5 3-methyl-2-(4-(4-(trifluoromethoxy)benzyl)phenyl)-7-(trifluoromethyl)quinolin-4(1H)-one 
• 869550-68-5 methyl 2-(acetylamino)-4-(trifluoromethyl)benzoate 
• 61500-87-6 methyl 2-Amino-4-(trifluoromethyl)benzoate 

Relevant articles and documents

Discovery of evodiamine derivatives as potent insecticide candidates

In the search for novel more effective insecticides, natural products could be used as ideal template compounds due to their good environmental compatibility, various bioactivities, unique scaffolds and mode of action. We have found that natural product evodiamine, the main active component from the fruits of Evodia rutaecarpa (Juss.) Benth, displayed obvious insecticidal activities against lepidoptera pests. To continue our research, a series of evodiamine derivatives 3a-3aa were rationally designed and synthesized. The larvicidal activities results indicated that most of target compounds displayed better efficacy than evodiamine, matrine, and rotenone against Mythimna separata, Plutella xylostella and Helicoverpa armigera, among which 3z exhibited excellent larvicidal activities (65% at 2.5 mg/L against M. separata, 75% at 1.0 mg/L against P. xylostella, and 85% 10 mg/L against H. armigera, respectively), much better than evodiamine (0%), matrine (0%), and rotenone (0%). The preliminary structure activity relationships demonstrated that the fluorine atom at the E ring of evodiamine had a positive influence on the larvicidal activity. The calcium imaging experiment studies indicated that 3z could act on the ryanodine receptor (RyR) of M. separata and was an effective calcium activator for RyR.

Synthesis and nematicidal activities of 1,2,3-benzotriazin-4-one containing 4,5-dihydrothiazole-2-thiol derivatives against Meloidogyne incognita

A series of novel 1,2,3-benzotriazin-4-one derivatives containing 4,5-dihydrothiazole-2-thiol were synthesized and characterized by 1H NMR, 13C NMR, 19F NMR and HRMS. The bioassay results showed that compounds 3-(3-((4,5-dihydrothiazol-2-yl)thio)propyl)-7-methoxybenzo[d][1–3]triazin-4(3H)-one, 3-(3-((4,5-dihydrothiazol-2-yl)thio)propyl)-6-nitrobenzo[d][1–3]triazin-4(3H)-one, 7-chloro-3-(3-((4,5-dihydrothiazol-2-yl)thio)propyl)benzo[d][1–3]triazin-4(3H)-one exhibited good control efficacy against the cucumber root-knot nematode disease caused by Meloidogyne incognita at the concentration of 10.0 mg L?1 in vivo. Compound 7-chloro-3-(3-((4,5-dihydrothiazol-2-yl)thio)propyl)benzo[d][1–3]triazin-4(3H)-one showed excellent nematicidal activity with inhibition 68.3% at a concentration of 1.0 mg L?1. It suggested that the structure of 1,2,3-benzotriazin-4-one containing 4,5-dihydro-thiazole-2-thiol could be optimized further.

A phosgene and peroxide-free one-pot tandem synthesis of isatoic anhydrides involving anthranilic acid, boc anhydride and 2-chloro-N-methyl pyridinium iodide

A phosgene and peroxide-free approach for the synthesis of isatoic anhydrides has been described. The synthesis involves the carbamate formation with boc anhydride followed by in situ cyclization to afford the isatoic anhydride. The importance of this synthetic strategy is in the ease of operation, scalability and preparation from readily available raw materials.