42173-52-4

Basic information

• Product Name: 2-DIFLUOROMETHOXYTOLUENE
• Synonyms: 2-DIFLUOROMETHOXYTOLUENE;o-(Difluoromethoxy)toluene;1-(difluoromethoxy)-2-methylbenzene
• CAS NO: 42173-52-4
• Molecular Formula: C8H8F2O
• Molecular Weight: 158.15
• Mol File: 42173-52-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 74-76℃ (45 Torr)
• Flash Point: 56.6°C
• Appearance: /
• Density: 1.121g/cm³
• Vapor Pressure: 3.19mmHg at 25°C
• Refractive Index: 1.4548 (20℃)
• CAS DataBase Reference: 2-DIFLUOROMETHOXYTOLUENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-DIFLUOROMETHOXYTOLUENE(42173-52-4)
• EPA Substance Registry System: 2-DIFLUOROMETHOXYTOLUENE(42173-52-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 42173-52-4(Hazardous Substances Data)

Usage

General Description

2-Difluoromethoxytoluene is a chemical compound with the molecular formula C8H8F2O. It is a toluene derivative with two fluorine atoms attached to a methoxy group. 2-DIFLUOROMETHOXYTOLUENE is primarily used in the production of pharmaceuticals, agrochemicals, and specialty chemicals. It is also used as a building block in the synthesis of various organic compounds. 2-Difluoromethoxytoluene is a colorless liquid with a strong odor, and it is flammable and may be harmful if swallowed, inhaled, or absorbed through the skin. Safety precautions should be taken when handling this compound, and it should be stored in a well-ventilated area away from heat and ignition sources.

InChI:InChI=1/C8H8F2O/c1-6-4-2-3-5-7(6)11-8(9)10/h2-5,8H,1H3

Upstream product

• 83190-00-5 1-difluoromethoxy-2-methyl-4-nitrobenzene 
• 529-20-4 2-methylphenyl aldehyde 
• 108-88-3 toluene 
• 75-46-7 trifluoromethan 
• 95-48-7 ortho-cresol 

Relevant articles and documents

Redox-Neutral TEMPO Catalysis: Direct Radical (Hetero)Aryl C?H Di- and Trifluoromethoxylation

Applications of TEMPO. catalysis for the development of redox-neutral transformations are rare. Reported here is the first TEMPO.-catalyzed, redox-neutral C?H di- and trifluoromethoxylation of (hetero)arenes. The reaction exhibits a broad substrate scope, has high functional-group tolerance, and can be employed for the late-stage functionalization of complex druglike molecules. Kinetic measurements, isolation and resubjection of catalytic intermediates, UV/Vis studies, and DFT calculations support the proposed oxidative TEMPO./TEMPO+ redox catalytic cycle. Mechanistic studies also suggest that Li2CO3 plays an important role in preventing catalyst deactivation. These findings will provide new insights into the design and development of novel reactions through redox-neutral TEMPO. catalysis.

DIFLUOROMETHOXYLATION AND TRIFLUOROMETHOXYLATION COMPOSITIONS AND METHODS FOR SYNTHESIZING SAME

The present invention provides a compound having the structure (I), a processing of making the compound; and a process of using the compound as a reagent for the difluoromethoxylation and trifluoromethoxylation of arenes or heteroarenes.

Oxidation of primary aliphatic and aromatic aldehydes with difluoro(aryl)-λ3-bromane

Oxidation of primary aliphatic aldehydes with p- trifluoromethylphenyl(difluoro)-λ3-bromane in dichloromethane at 0 °C afforded acid fluorides selectively in good yields, while that of aromatic aldehydes in chloroform at room temperature produced aryl difluoromethyl ethers. A larger migratory aptitude of aryl groups compared to primary alkyl groups during a 1,2-shift from carbon to an electron-deficient oxygen atom in bromane(III) Criegee-type intermediates will result in these differences in the reaction courses.