97914-59-5

Basic information

• Product Name: 2-(DIFLUOROMETHOXY)BENZOIC ACID
• Synonyms: ART-CHEM-BB B006808;AKOS B006808;2-(DIFLUOROMETHOXY)BENZOIC ACID;RARECHEM AL BO 1907;2-(Difluorometoxy)benzoic acid, 97+%;2-(Difluoromethoxy)benzoicacid98%;2-Carboxy-alpha,alpha-difluoroanisole
• CAS NO: 97914-59-5
• Molecular Formula: C₈H₆F₂O₃
• Molecular Weight: 188.13
• EINECS: 630-170-7
• Product Categories: Fluorine series
• Mol File: 97914-59-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 98-100°C
• Boiling Point: 274℃
• Flash Point: 119℃
• Appearance: /
• Density: 1.370
• Vapor Pressure: 0.00276mmHg at 25°C
• Refractive Index: 1.496
• PKA: 3.11±0.36(Predicted)
• CAS DataBase Reference: 2-(DIFLUOROMETHOXY)BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(DIFLUOROMETHOXY)BENZOIC ACID(97914-59-5)
• EPA Substance Registry System: 2-(DIFLUOROMETHOXY)BENZOIC ACID(97914-59-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36
• Hazardous Substances Data: 97914-59-5(Hazardous Substances Data)

Usage

General Description

2-(Difluoromethoxy)benzoic acid is a chemical compound with the molecular formula C8H6F2O3. It is a benzoic acid derivative that contains two fluorine atoms and a methoxy group attached to the benzene ring. 2-(DIFLUOROMETHOXY)BENZOIC ACID is commonly used in the field of organic chemistry as a building block to synthesize various pharmaceuticals, agrochemicals, and materials. It has also been studied for its potential anti-inflammatory and antioxidant properties. Additionally, 2-(difluoromethoxy)benzoic acid is used as a reagent in chemical reactions for the synthesis of complex organic molecules.

InChI:InChI=1/C8H6F2O3/c9-8(10)13-6-4-2-1-3-5(6)7(11)12/h1-4,8H,(H,11,12)

Upstream product

• 65-85-0 benzoic acid 

Downstream Products

• 927671-99-6 2-difluoromethoxy-N-[2-(2,6-dioxo-piperidin-3-yl)-1,3-dioxo-2,3-dihydro-1H-isoindol-4-ylmethyl]benzamide 
• 1000387-24-5 5-amino-N-(2-((((2-((difluoromethyl)oxy)phenyl)carbonyl)-(2-((1,1-dimethylethyl)oxy)ethyl)amino)methyl)-3,3,3-trifluoro-2-hydroxypropyl)-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamide 
• 1040721-31-0 N-[5-(2-difluoromethoxyphenyl)-2H-pyrazol-3-yl]-4-piperidin-1-yl-butyramide formate salt 
• 1040721-25-2 N-[5-(2-difluoromethoxyphenyl)-2H-pyrazol-3-yl]-4-pyrrolidin-1-yl-butyramide formate salt 
• 1040724-27-3 5-(2-difluoromethoxyphenyl)-2H-pyrazol-3-ylamine 
• 1608129-78-7 C₁₉H₂₁F₂N₃O₅ 
• 1016690-71-3 C₁₀H₇F₂NO₂ 
• 1608129-59-4 3-piperidin-1-yl-pyrrolidine-1-carboxylic acid [5-(2-difluoromethoxyphenyl)-2H-pyrazol-3-yl]amide 
• 1608129-74-3 5-amino-3-(2-difluoromethoxyphenyl)pyrazole-1-carboxylic acid tert-butyl ester 
• 97914-53-9 2-difluoromethoxybenzoic acid methyl ester 

Relevant articles and documents

Catalytic radical difluoromethoxylation of arenes and heteroarenes

Intermolecular C-H difluoromethoxylation of (hetero)arenes remains a long-standing and unsolved problem in organic synthesis. Herein, we report the first catalytic protocol employing a redox-active difluoromethoxylating reagent 1a and photoredox catalysts for the direct C-H difluoromethoxylation of (hetero)arenes. Our approach is operationally simple, proceeds at room temperature, and uses bench-stable reagents. Its synthetic utility is highlighted by mild reaction conditions that tolerate a wide variety of functional groups and biorelevant molecules. Experimental and computational studies suggest single electron transfer (SET) from excited photoredox catalysts to 1a forming a neutral radical intermediate that liberates the OCF2H radical exclusively. Addition of this radical to (hetero)arenes gives difluoromethoxylated cyclohexadienyl radicals that are oxidized and deprotonated to afford the products of difluoromethoxylation.