350-28-7

Basic information

• Product Name: 3-Fluoro-4-methylbenzoic acid
• Synonyms: 3-FLUORO-P-TOLUIC ACID;3-FLUORO-4-METHYLBENZOIC ACID;RARECHEM AL BO 0761;TIMTEC-BB SBB004034;3-Fluoro-4-methylbenzoic acid 97%;3-FFLUORO-4-METHYLBENZOIC ACID;3-Fluoro-4-methylbenzoicacid97%;3-Fluoro-4-Methylbenzoic acid, 97% 2.5GR
• CAS NO: 350-28-7
• Molecular Formula: C₈H₇FO₂
• Molecular Weight: 154.14
• EINECS: 206-498-8
• Product Categories: Fluorin-contained Benzoic acid series;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Benzoic acid;API intermediates;C8;Carbonyl Compounds;Carboxylic Acids;Fluorine series
• Mol File: 350-28-7.mol

Chemical Properties

• Melting Point: 169-171 °C(lit.)
• Boiling Point: 203.5°C (rough estimate)
• Flash Point: 120.3 °C
• Appearance: white to light yellow crystal powder
• Density: 1.1850 (estimate)
• Vapor Pressure: 0.00248mmHg at 25°C
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 4.03±0.10(Predicted)
• BRN: 2574141
• CAS DataBase Reference: 3-Fluoro-4-methylbenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Fluoro-4-methylbenzoic acid(350-28-7)
• EPA Substance Registry System: 3-Fluoro-4-methylbenzoic acid(350-28-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-24/25-22-36
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 350-28-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Fluoro-4-methylbenzoic acid is used as a key intermediate in the synthesis of various pharmaceutical compounds. It is particularly utilized in the development of cyclooxygenase selective and orally active anti-inflammatory agents, which are essential for treating conditions like pain, fever, and inflammation.
Additionally, 3-Fluoro-4-methylbenzoic acid is used as a starting material for the preparation of benzamide derivatives, which serve as Bcr-Abl kinase inhibitors. These inhibitors are crucial in the treatment of certain types of cancers, such as chronic myeloid leukemia (CML), by targeting the specific enzyme responsible for the uncontrolled cell growth.
Used in Chemical Industry:
In the chemical industry, 3-Fluoro-4-methylbenzoic acid is employed as a versatile building block for the synthesis of various organic compounds, including agrochemicals, dyes, and specialty chemicals. Its unique fluorinated and methylated structure allows for the creation of a wide range of products with diverse applications.

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

Upstream product

• 96-98-0 4-methyl-3-nitrobenzoic acid 
• 51436-99-8 2-fluoro-4-bromotoluene 
• 124-38-9 carbon dioxide 
• 60956-26-5 4-bromo-2-nitrotoluene 
• 95-78-3 2,5-Dimethylaniline 
• 185077-02-5 (3-fluoro-4-methylphenyl)magnesium bromide 
• 201230-82-2 carbon monoxide 
• 39998-81-7 2-fluoro-4-iodotoluene 
• 119-32-4 4-Methyl-3-nitroanilin 
• 39478-78-9 5-bromo-2-methylaniline 
• 696-01-5 2-fluoro-1,4-dimethylbenzene 

Downstream Products

• 86239-00-1 ethyl 3-fluoro-4-methylbenzoate 
• 126029-68-3 N-(2,5-Difluoro-phenyl)-3-fluoro-4-methyl-benzamide 
• 192702-79-7 (3-fluoro-4-methylphenyl)methanol 
• 59189-97-8 3-fluoro-4-methylbenzoic acid chloride 
• 866625-11-8 3-fluoro-4-methyl-benzoic acid tert-butyl ester 
• 361456-46-4 4-(bromomethyl)-3-fluorobenzoic acid 
• 87808-48-8 methyl 3-fluoro-4-methylbenzoate 
• 895519-98-9 3-fluoro-4-(4-methylpiperazin-1-ylmethyl)-benzoic acid 
• 880874-01-1 3-fluoro-4-(4-methyl-piperazin-1-ylmethyl)-benzoic acid ethyl ester 
• 86239-01-2 ethyl 4-(bromomethyl)-3-fluorobenzoate 
• 74733-25-8 methyl 3-fluoro-4-formylbenzoate 
• 1134777-51-7 4-dibromomethyl-3-fluorobenzoic acid methyl ester 
• 477199-79-4 3-fluoro-4-methoxymethylbenzoic acid 
• 1027946-53-7 (2R,3R,4S)-4-(2,3-Dihydro-benzofuran-5-yl)-2-(3-fluoro-4-methyl-phenyl)-pyrrolidine-3-carboxylic acid ethyl ester 

Relevant articles and documents

Method for preparing aromatic carboxylic acid compound

The invention discloses a method for preparing an aromatic carboxylic acid compound. The method comprises the following steps: 1) heating carbon dioxide and hydrosilane in the presence of a copper catalyst in a reaction medium A; and 2) adding a reaction medium B, aryl halide, a palladium catalyst and a base to the reaction mixture in the step 1), sealing the reaction system, and performing a heating reaction. The method has the advantages that raw materials are simple and easy to obtain, the raw materials are cheap and stable, the catalyst is common, easy to obtain and stable, the reaction conditionsaremild, the aftertreatment is simple, the yield is high, and the like.

Tandem one-pot CO2 reduction by PMHS and silyloxycarbonylation of aryl/vinyl halides to access carboxylic acids

The present study discloses the synthesis of aryl/vinyl carboxylic acids from Csp2-bound halides (Cl, Br, I) in a carbonylative path by using silyl formate (from CO2 and hydrosilane) as an instant CO-surrogate. Hydrosilane provides hydride for reduction and its oxidation product silanol serves as a coupling partner. Mono-, di-, and tri-carboxylic acids were obtained from the corresponding aryl/vinyl halides.

Ligand-Free Palladium-Catalyzed Hydroxycarbonylation of Aryl Halides under Ambient Conditions: Synthesis of Aromatic Carboxylic Acids and Aromatic Esters

Aryl halides were readily converted into their corresponding aromatic carboxylic acids in high yields with high selectivity by ligand-free palladium-catalyzed hydroxycarbonylation at room temperature and atmospheric pressure. The new method is operationally simple and scalable. In addition, aromatic esters were easily synthesized through one-pot hydroxycarbonylation/alkylation with alkyl halides.

The Continuous-Flow Synthesis of Carboxylic Acids using CO2 in a Tube-In-Tube Gas Permeable Membrane Reactor

Keep it simple: A gas-liquid flow reactor has been developed based on a gas permeable tube-in-tube configuration which effectively delivers gas to a liquid substrate stream in a safe, continuous fashion. A series of carboxylic acids were prepared from the reaction of CO2 with a range of Grignard reagents (see picture).

Syntheses of 4-methoxymethylbenzyl permethrinates containing fluorine and their insecticidal activity

In order to investigate the relationship between the position of fluorine atom and insecticidal activity about 4-methoxymethylbenzyl permethrinates containing fluorine, 2 and 3-fluoro-4-methoxymethylbenzyl (±)-cis-permethrinate were synthesized. Their insecticidal activities were tested and the fluorine effect of title compounds was discussed.