312-94-7

Usage

Uses

Used in Chemical Synthesis:
2-(Trifluoromethyl)benzoyl chloride is used as an intermediate in the synthesis of various organic compounds, particularly those involving the trifluoromethyl group. The application reason for its use in chemical synthesis is due to its reactivity and the unique properties conferred by the trifluoromethyl group, which can enhance the stability, lipophilicity, and metabolic stability of the final products.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(Trifluoromethyl)benzoyl chloride is used as a key building block for the synthesis of various drug candidates. The trifluoromethyl group is known to improve the pharmacokinetic properties of drugs, such as absorption, distribution, metabolism, and excretion (ADME) profiles. As a result, incorporating this group into drug molecules can lead to improved efficacy and reduced side effects.
Used in Agrochemical Industry:
2-(Trifluoromethyl)benzoyl chloride is also utilized in the agrochemical industry for the development of new pesticides and herbicides. The trifluoromethyl group can enhance the biological activity and selectivity of these compounds, leading to more effective and environmentally friendly products.
Used in Material Science:
In the field of material science, 2-(Trifluoromethyl)benzoyl chloride can be employed in the synthesis of novel polymers and materials with enhanced properties. The introduction of the trifluoromethyl group can improve the thermal stability, mechanical strength, and chemical resistance of the resulting materials, making them suitable for various applications, such as coatings, adhesives, and plastics.

InChI:InChI=1/C5H3ClFN/c6-5-2-1-4(7)3-8-5/h1-3H

Upstream product

• 447-61-0 2-Trifluoromethylbenzaldehyde 
• 7782-50-5 chlorine 
• 95-47-6 o-xylene 
• 3416-93-1 2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline 
• 433-97-6 2-trifluoromethylbenzoic acid 
• 2741-57-3 o-dichloromethyltrichloromethylbenzene 
• 312-95-8 1-difluoromethyl-2-trifluoromethyl-benzene 

Downstream Products

• 20916-90-9 2-Trifluormethyl-benzoesaeure-N-methyl-N-<2-dimethylamino-ethyl>-amid 
• 7653-34-1 1-(2-trifluoromethyl-benzoyl)-thiosemicarbazide 
• 40754-98-1 N-o-Trifluormethylbenzoyl-4-heptylamin 
• 40784-83-6 N-(2-Propyl-pentyl)-2-trifluoromethyl-benzamide 
• 69422-29-3 N-[2-Hydroxy-3-(methyl-phenyl-amino)-propyl]-2-trifluoromethyl-benzamide 
• 727-99-1 2-trifluoromethylbenzophenone 
• 69422-30-6 N-{3-[(4-Fluoro-phenyl)-methyl-amino]-2-hydroxy-propyl}-2-trifluoromethyl-benzamide 
• 3216-03-3 10,10-Diphenyl-10H-anthracen-9-one 
• 40212-26-8 2-Trifluormethyl-benzohydroxaminsaeure 
• 1764-36-9 bis(2-trifluoromethylbenzoyl) peroxide 
• 88774-00-9 N-(2-trifluoromethylbenzoyl)-2,2-dimethyl-1,2,3,4-tetrahydroquinoline 
• 83366-56-7 2-Methylamino-5,5-dimethyl-4-(2-trifluoromethylbenzoyl)-4,5-dihydro-1,3,4-thiadiazole 
• 144533-24-4 N-((R)-3-Oxo-isoxazolidin-4-yl)-2-trifluoromethyl-benzamide 
• 87996-57-4 trifluoromethoxy-4 trifluoromethyl-2' benzophenone 

Relevant academic research and scientific papers

Synthetic method of o-trifluoromethyl benzoyl chloride

The invention discloses a synthesis method of o-trifluoromethyl benzoyl chloride, o-xylene is used as a starting raw material, the o-trifluoromethyl benzoyl chloride is synthesized through chlorination, fluorination, hydrolysis, acylating chlorination and rectification reaction in sequence, and the invention further provides ceramic balls, a modified TPU material and a fluorination auxiliary agent used in the synthesis method of the o-trifluoromethyl benzoyl chloride. According to the method, the low-toxicity color liquid o-xylene is adopted as the initial raw material, the reaction safety is high, and the yield of the target product o-trifluoromethyl benzoyl chloride is comprehensively improved by improving the utilization rate of chlorine and hydrogen fluoride and reducing by-products.

Aryne Multicomponent Reactions by Directed C?H Activation

Arylation via ortho C?H activation by the aid of directing groups has been explored recently by many researchers. Herein, a palladium-catalyzed C?H arylation using 8-aminoquinoline as a bidentate directing group has been developed. The reaction furnishes only C?H arylation, unlike previous methods where cyclization to corresponding isoquinolones is observed. More interestingly, sequential C?H functionalization was observed when methylacrylate and acrylonitrile was added; this led to C?H olefination with the aryl group, which was installed from the aryne precursor.

Synthesis method of fluopyram intermediate

The invention discloses a synthesis method of a fluopyram intermediate, and belongs to the field of organic synthesis of pesticides. The process comprises the following steps: by taking methanol amine as a starting raw material, carrying out esterification reaction on methanol amine and acetic anhydride in the presence of acetic acid to obtain methyl aminoacetate, and carrying out amidation reaction on methyl aminoacetate and o-trifluoromethyl benzoyl chloride to obtain N-acetoxymethyl-2-trifluoromethyl benzamide; and finally, carrying out a splicing reaction with diethyl 3-chloro-5-trifluoromethyl-2-pyridylmalonate, so as to obtain the 3-chloro-5-trifluoromethyl-2-pyridylethyl (diethyl ester)-2-trifluoromethyl benzamide. The method adopts a convergent synthesis route, has the characteristics of low raw material cost, high atom economy, high yield, simple process operation and the like, and is suitable for large-scale production.

N-Ammonium Ylide Mediators for Electrochemical C-H Oxidation

The site-specific oxidation of strong C(sp3)-H bonds is of uncontested utility in organic synthesis. From simplifying access to metabolites and late-stage diversification of lead compounds to truncating retrosynthetic plans, there is a growing need for new reagents and methods for achieving such a transformation in both academic and industrial circles. One main drawback of current chemical reagents is the lack of diversity with regard to structure and reactivity that prevents a combinatorial approach for rapid screening to be employed. In that regard, directed evolution still holds the greatest promise for achieving complex C-H oxidations in a variety of complex settings. Herein we present a rationally designed platform that provides a step toward this challenge using N-ammonium ylides as electrochemically driven oxidants for site-specific, chemoselective C(sp3)-H oxidation. By taking a first-principles approach guided by computation, these new mediators were identified and rapidly expanded into a library using ubiquitous building blocks and trivial synthesis techniques. The ylide-based approach to C-H oxidation exhibits tunable selectivity that is often exclusive to this class of oxidants and can be applied to real-world problems in the agricultural and pharmaceutical sectors.

Copper-mediated C–H thiolation of (hetero)arenes using weakly coordinating directing group

We have developed a copper-mediated C–H thiolation of (hetero)arenes by using monodentate amide as weakly coordinating directing group. This protocol features excellent functional group tolerance and shows satisfactory compatibility with various heterocycles, such as indole, pyrrole, imidazole, pyridine, thiophene and quinoline. The robust nature of this protocol renders that it has potential value in the synthetic application.

Cu-Catalyzed C-H Alkenylation of Benzoic Acid and Acrylic Acid Derivatives with Vinyl Boronates

An efficient Cu-catalyzed C-H alkenylation with acyclic and cyclic vinyl boronates was realized for the first time under mild conditions. The scope of the vinyl borons and the compatibility with functional groups including heterocycles are superior than Pd-catalyzed C-H coupling with vinyl borons, providing a reliable access to multisubstituted alkenes and dienes. Subsequent hydrogenation of the product from the internal vinyl borons will lead to installation of secondary alkyls.

Rhodium-Catalyzed Electrooxidative C?H Olefination of Benzamides

Metal-catalyzed chelation-assisted C?H olefinations have emerged as powerful tools for the construction of functionalized alkenes. Herein, we describe the rhoda-electrocatalyzed C?H activation/alkenylation of arenes. The olefinations of challenging electron-poor benzamides were thus accomplished in a fully dehydrogenative fashion under electrochemical conditions, avoiding stoichiometric chemical oxidants, and with H2 as the only byproduct. This versatile alkenylation reaction also features broad substrate scope and used electricity as a green oxidant.

Compound containing 3-chloro-5-trifluoromethylpyridyl-1,3,4-oxadiazole-2-one and application thereof

The invention discloses a compound containing 3-chloro-5-trifluoromethylpyridyl-1,3,4-oxadiazole-2-one. A general molecular formula is shown as I: the formula I is shown in the description; in the general formula I, R is selected from formulas shown in the description. The compound with the general formula I has good bioactivity on pests in agriculture, such as plutella xylostella, beet armyworm,tetranychus cinnabarinus and panonychus citri mcgregor and can be used for preventing and controlling the pests and pest mites in agriculture.

Palladium-Catalyzed Electrochemical C-H Bromination Using NH4Br as the Brominating Reagent

The palladium-catalyzed electrochemical C-H bromination of benzamide derivatives under divided cells is developed, in which NH4Br serves as a brominating reagent and electrolyte. The protocol avoids the use of chemical oxidants and provides an alternative method for the synthesis of aryl bromides.

Rhodium-Catalyzed Alkylation of C?H Bonds in Aromatic Amides with Non-activated 1-Alkenes: The Possible Generation of Carbene Intermediates from Alkenes

The alkylation of C?H bonds (hydroarylation) in aromatic amides with non-activated 1-alkenes using a rhodium catalyst and assisted by an 8-aminoquinoline directing group is reported. The addition of a carboxylic acid is crucial for the success of this reaction. The results of deuterium-labeling experiments indicate that one of deuterium atoms in the alkene is missing, suggesting that the reaction does not proceed through the commonly accepted mechanism for C?H alkylation reactions. Instead the reaction is proposed to proceed through a carbene mechanism. The carbene mechanism is also supported by preliminary DFT calculations.