699-90-1

Usage

Uses

Used in Analytical Chemistry:
3-Fluoro-2-methylbenzoic acid is used as a reference compound in the GC-MS (Gas Chromatography-Mass Spectrometry) detection of metabolites from cell cultures containing 6-fluoro-3-methylphenol. Its distinct chemical properties allow for accurate identification and quantification of related metabolites in complex biological samples, aiding in the study of metabolic pathways and the development of diagnostic methods.
Used in Pharmaceutical Industry:
As an aryl fluorinated building block, 3-Fluoro-2-methylbenzoic acid is utilized in the synthesis of various pharmaceutical compounds. The presence of the fluorine atom can significantly influence the pharmacokinetics, such as lipophilicity and metabolic stability, as well as the pharmacodynamics, including binding affinity and selectivity of the resulting drug molecules. This makes it a valuable intermediate in the development of new drugs with improved therapeutic properties.
Used in Chemical Research:
3-Fluoro-2-methylbenzoic acid serves as a key intermediate in the synthesis of a wide range of organic compounds for research purposes. Its unique structure allows chemists to explore various synthetic routes and reaction mechanisms, contributing to the advancement of organic chemistry and the discovery of novel chemical entities with potential applications in various fields.
Used in Material Science:
The aryl fluorinated structure of 3-Fluoro-2-methylbenzoic acid makes it a candidate for the development of new materials with specific properties. For instance, it can be incorporated into the design of polymers, coatings, or other materials with tailored characteristics, such as improved thermal stability, chemical resistance, or specific optical properties, depending on the intended application.

InChI:InChI=1/C8H7FO2/c1-5-6(8(10)11)3-2-4-7(5)9/h2-4H,1H3,(H,10,11)

Upstream product

• 455-38-9 3-fluorobenzoic acid 
• 74-88-4 methyl iodide 
• 443-83-4 2-chloro-6-fluorotoluene 
• 75-26-3 isopropyl bromide 
• 87-59-2 2,3-Dimethylaniline 
• 443-82-3 3-fluoro-o-xylene 

Downstream Products

• 443-86-7 3-fluoro-2-methylaniline 
• 177942-47-1 1-(3-fluoro-2-methylphenyl)ethan-1-one 
• 168080-76-0 3-fluoro-2-methylbenzoyl chloride 
• 114312-57-1 ethyl 3-fluoro-2-methylbenzoate 
• 1369917-99-6 3-fluoro-2,N,N-trimethylbenzamide 
• 1260150-52-4 5-fluoro-3-phenylisoquinolin-1(2H)-one 
• 1613435-62-3 3-(4-chlorophenyl)-5-fluoroisoquinolin-1(2H)-one 
• 1613435-63-4 5-fluoro-3-(4-trifluoromethylphenyl)isoquinolin-1(2H)-one 
• 1613435-64-5 5-fluoro-3-(4-methoxyphenyl)isoquinolin-1(2H)-one 
• 1613435-65-6 3-(4-bromophenyl)-5-fluoroisoquinolin-1(2H)-one 
• 1560948-74-4 5-fluoro-3-(4-methylphenyl)isoquinolin-1(2H)-one 
• 476492-97-4 N,N-diethyl-3-fluoro-2-methylbenzamide 
• 114312-58-2 ethyl 2-(bromomethyl)-3-fluorobenzoate 

Relevant academic research and scientific papers

PROCESS FOR PRODUCING TOLUENE DERIVATIVES

A toluene derivative of the general formula (2) wherein R denotes a fluorine atom, a chlorine atom, an alkoxy group, or an alkylthio group, and X denotes a halogen atom, is prepared by reacting metallic magnesium with a 2-chloro-6-substituted toluene derivative of the general formula (1) wherein R is as defined above, in an ethereal solvent in the presence of a lower alkyl bromide.

Directed lithiation of unprotected benzoic acids

Benzoic acid gives the ortho-lithiated species 1 under standard conditions (s-BuLi-TMEDA-THF, -90 deg C).Reaction of 1 at -78 deg C with either methyl iodide, dimethyl disulfide, hexachloroethane, or 1,2-dibromotetrachloroethane gives the ortho-substituted product.Intramolecular competition between the carboxylic acid and methoxy, chloro, fluoro, or diethylamido functions in ortho- and -para-substituted benzoic acids establishes the carboxylic acid group to be of intermediate capacity in directing metallation.Complimentarity of directing effects is observed with the chloro and fluoro groups in the meta-substituted benzoic acid but not with the methoxy and trifluoromethyl groups.Electrophile introduction into meta- and para-lithiated benzoates occurs with equal efficacy and comparable scope.The 2,4-dihalogenobenzoic acids undergo hydrogen/metal exchange at the position flanked by both halogen substituents. 2,2-Difluoro-1,3-benzodioxole-4-carboxylic acid undergoes lithiation adjacent to the oxygen atom.By use of such methods, routes to benzoic acids contiguously tri- and tetra-substituted with a variety of functionalities have been developed.