23228-45-7

Basic information

• Product Name: 2-Chloro-4-trifluoromethylbenzoic acid
• Synonyms: 2-chloro-4-(trifluoromethyl)benzoic acid;2-CHLORO-4-TRIFLUOROMETHYL BENZOIC ACID,98%;4-Carboxy-3-chlorobenzotrifluoride;BENZOIC ACID, 2-CHLORO-4-(TRIFLUOROMETHYL)-
• CAS NO: 23228-45-7
• Molecular Formula: C₈H₄ClF₃O₂
• Molecular Weight: 224.56
• Mol File: 23228-45-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 114-117℃
• Boiling Point: 255 °C
• Flash Point: 108 °C
• Appearance: /
• Density: 1.523
• Vapor Pressure: 0.009mmHg at 25°C
• Refractive Index: 1.496
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 2.33±0.25(Predicted)
• CAS DataBase Reference: 2-Chloro-4-trifluoromethylbenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-4-trifluoromethylbenzoic acid(23228-45-7)
• EPA Substance Registry System: 2-Chloro-4-trifluoromethylbenzoic acid(23228-45-7)

Safety Data

• Hazardous Substances Data: 23228-45-7(Hazardous Substances Data)

Usage

Chemical Properties

colorless or light yellow liquid

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

Upstream product

• 124-38-9 carbon dioxide 
• 98-15-7 3-chlorotrifluoromethylbenzene 
• 201230-82-2 carbon monoxide 
• 141738-80-9 2-chloro-1-iodo-4-(trifluoromethyl)benzene 

Downstream Products

• 334018-39-2 2-ethoxy-4-(trifluoromethyl)benzoic acid 
• 115029-24-8 2-fluoro-4-(trifluoromethyl)benzoic acid 
• 76286-03-8 2-chloro-4-(trifluoromethyl)benzoyl chloride 
• 56456-51-0 (2-chloro-4-(trifluoromethyl)phenyl)methanol 

Relevant articles and documents

Flow carbonylation of sterically hindered ortho-substituted iodoarenes

The flow synthesis of ortho-substituted carboxylic acids, using carbon monoxide gas, has been studied for a number of substrates. The optimised conditions make use of a simple catalyst system compromising of triphenylphosphine as the ligand and palladium acetate as the pre-catalyst. Carbon monoxide was introduced via a reverse "tube-in-tube" flow reactor at elevated pressures to give yields of carboxylated products that are much higher than those obtained under normal batch conditions.

PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR MODULATORS

The present invention is directed to a compound of formula (I), or a pharmaceutically acceptable salt, solvate hydrate or stereoisomer thereof, which is useful in treating or preventing disorders mediated by a peroxisome proliferator activated receptor (PPAR) such as syndrome X, type II diabetes, hyperglycemia, hyperlipidemia, obesity, coagaulopathy, hypertension, arteriosclerosis, and other disorders related to syndrome X and cardiovascular diseases.

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.