39226-97-6

Basic information

• Product Name: 2-CHLORO-3-(TRIFLUOROMETHYL)BENZOIC ACID
• Synonyms: RARECHEM AL BE 0475;2-CHLORO-3-(TRIFLUOROMETHYL)BENZOIC ACID;2-Chloro-3-(trifluoromethyl)benzoic acid, 97+%;2-Chloro-3-(trifluoromethyl)benzoic acid 98%;2-Chloro-3-(trifluoromethyl)benzoicacid98%;3-Carboxy-2-chlorobenzotrifluoride
• CAS NO: 39226-97-6
• Molecular Formula: C₈H₄ClF₃O₂
• Molecular Weight: 224.56
• Product Categories: blocks;Carboxes;FluoroCompounds;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Carboxylic Acids;Phenyls & Phenyl-Het;Carboxylic Acids;Phenyls & Phenyl-Het
• Mol File: 39226-97-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 132-136°C
• Boiling Point: 280℃
• Flash Point: 123℃
• Appearance: /
• Density: 1.523
• Vapor Pressure: 0.00182mmHg at 25°C
• Refractive Index: 1.495
• Storage Temp.: 2-8°C
• PKA: 2.45±0.25(Predicted)
• CAS DataBase Reference: 2-CHLORO-3-(TRIFLUOROMETHYL)BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-3-(TRIFLUOROMETHYL)BENZOIC ACID(39226-97-6)
• EPA Substance Registry System: 2-CHLORO-3-(TRIFLUOROMETHYL)BENZOIC ACID(39226-97-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-37/38-36
• Safety Statements: 26-36-37
• HazardClass: IRRITANT
• Hazardous Substances Data: 39226-97-6(Hazardous Substances Data)

Usage

Description

2-Chloro-3-(trifluoromethyl)benzoic acid is an organic compound characterized by its chloro and trifluoromethyl substituents on a benzoic acid framework. This molecule is known for its potential applications in the pharmaceutical and chemical industries due to its unique structural features and reactivity.

Uses

Used in Pharmaceutical Industry:
2-Chloro-3-(trifluoromethyl)benzoic acid is used as a reactant for the preparation of trifluoromethylphenyl as P2 for ketoamide-based cathepsin S inhibitors. Cathepsin S inhibitors are of interest in the development of treatments for various diseases, including cancer and inflammatory conditions, due to their role in regulating immune responses and proteolytic processes.

InChI:InChI=1/C8H4ClF3O2/c9-6-4(7(13)14)2-1-3-5(6)8(10,11)12/h1-3H,(H,13,14)

Upstream product

• 391-12-8 7-trifluoromethylisatin 
• 124-38-9 carbon dioxide 
• 88-16-4 1-chloro-2-(trifluoromethyl)benzene 
• 313-12-2 2-amino-3-(trifluoromethyl)benzoic acid 

Downstream Products

• 129322-82-3 1-<2-chloro-3-(trifluoromethyl)phenyl>ethanone 
• 1005786-17-3 2-chloro-N-[3-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)phenyl]-3-(trifluoromethyl)benzamide 
• 1146411-56-4 4-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-1-(4-fluorophenyl)-2-piperazinone 
• 1146411-49-5 1-(2-chloro-4-fluorophenyl)-4-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-2-piperazinone 
• 1146411-72-4 4-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-1-(2,4-difluorophenyl)-2-piperazinone 
• 1146411-83-7 4-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-1-(1-naphthalenyl)-2-piperazinone 
• 1146411-85-9 4-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-1-[2-(1-methylethyl)phenyl]-2-piperazinone 
• 615571-48-7 2-Chloro-N-[phenyl(pyridin-2-yl)methyl]-3-trifluoromethylbenzamide 
• 1239321-35-7 2-chloro-N-((2-methyl-2-azabicyclo[2.2.2]octan-1-yl)(5-methylfuran-2-yl)methyl)-3-(trifluoromethyl)benzamide 
• 1239321-43-7 N-((3-bromophenyl)(2-methyl-2-azabicyclo[2.2.2]octan-1-yl)methyl)-2-chloro-3-(trifluoromethyl)benzamide 
• 1239321-45-9 2-chloro-N-((3-(1-methyl-1H-pyrazol-4-yl)phenyl)(2-methyl-2-azabicyclo[2.2.2]octan-1-yl)methyl)-3-(trifluoromethyl)benzamide 
• 1007109-47-8 N-[(S)-{(2S)-1-allylpiperidin-2-yl}(3-methoxyphenyl)-methyl]-2-chloro-3-(trifluoromethyl)benzamide 
• 1245814-66-7 2-chloro-N-(5-nitrothiazol-2-yl)-3-(trifluoromethyl)benzamide 
• 1240016-25-4 N-[(2-Azabicyclo[2.1.1]hex-1-yl)(phenyl)methyl]-2-chloro-3-(trifluoromethyl)benzamide 

Relevant articles and documents

Reagent-modulated optional site selectivities: The metalation of o-, m- and p-halobenzotrifluorides

Chloro(trifluoromethyl)benzenes and bromo(trifluoromethyl)benzenes undergo deprotonation at a position adjacent to the single halogen substituent when treated with alkyllithiums (at -75°C) and, respectively, lithium 2,2,6,6-tetramethylpiperidide (at -100°C) in tetrahydrofuran. Positional ambiguities, if existing, can be exploited to establish optional site selectivities. Thus, butyllithium reacts with 1-chloro-3-(trifluoromethyl)benzene under hydrogen/metal interconversion at the 2-position whereas sec-butyllithium attacks exclusively the 6-position. The latter mode of regioselectivity is also exhibited by 1-bromo-3-(trifluoromethyl)benzene in the presence of lithium 2,2,6,6-tetramethylpiperidide, only 2-bromo-4-(trifluoromethyl)phenyllithium being produced. 2-Bromo-6-(trifluoromethyl)phenyllithium is directly inaccessible, but is formed when 2-bromo-3-(trifluoromethyl)phenyllithium, generated at -100°C, is allowed to isomerize at -75°C.

Inhibition of phenylethanolamine N-methyltransferase by benzylamines. 1. Structure-activity relationships.

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