458-92-4

Basic information

• Product Name: (DIFLUOROMETHOXY)BENZENE
• Synonyms: α,α-Difluoroanisole;(DIFLUOROMETHOXY)BENZENE;ALPHA,ALPHA-DIFLUOROANISOLE;1,1-difluoroanisole;alpha,alpha-Difluoroanisole,98+%;A,A-DIFLUOROANISOLE;alpha-Difluoroanisole;(Difluoromethyl)phenyl ether
• CAS NO: 458-92-4
• Molecular Formula: C₇H₆F₂O
• Molecular Weight: 144.12
• EINECS: 207-283-1
• Mol File: 458-92-4.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 98 °C
• Flash Point: 43.1±19.0℃
• Appearance: /
• Density: 1.2
• Vapor Pressure: 8.52mmHg at 25°C
• Refractive Index: 1.45
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (DIFLUOROMETHOXY)BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: (DIFLUOROMETHOXY)BENZENE(458-92-4)
• EPA Substance Registry System: (DIFLUOROMETHOXY)BENZENE(458-92-4)

Safety Data

• Hazard Codes: F
• Statements: 10
• Safety Statements: 16-24/25-23
• RIDADR: 1993
• HazardClass: FLAMMABLE
• PackingGroup: III
• Hazardous Substances Data: 458-92-4(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless liquid

InChI:InChI=1/C7H6F2O/c8-7(9)10-6-4-2-1-3-5-6/h1-5,7H

Upstream product

• 75-61-6 dibromodifluoromethane 
• 100-67-4 potassium phenolate 
• 353-59-3 halon-1211 
• 75-45-6 Chlorodifluoromethane 
• 108-95-2 phenol 
• 67-66-3 chloroform 
• 100-52-7 benzaldehyde 
• 75-77-4 chloro-trimethyl-silane 
• 770-11-6 difluorochloromethoxybenzene 
• 384-67-8 2-chloro-2,2-difluoroacetophenone 
• 65094-22-6 diethyl (bromodifluoromethyl)phosphonate 
• 403496-62-8 p-chlorophenyl chlorodifluoromethyl sulfone 
• 74590-70-8 2-fluoro-2-phenoxyacetic acid 
• 115821-16-4 Ethyl Fluoro(phenoxy)acetate 

Downstream Products

• 770-11-6 difluorochloromethoxybenzene 
• 142739-04-6 4-Difluoromethoxy-benzenesulfonic acid 
• 142739-05-7 C₁₄H₁₀F₄O₇S₂ 
• 887757-48-4 2-(4-(difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 112556-13-5 4-bromo(difluorochloromethoxy)benzene 

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.

Difluoromethyl bioisostere: Examining the lipophilic hydrogen bond donor concept

There is a growing interest in organic compounds containing the difluoromethyl group, as it is considered a lipophilic hydrogen bond donor that may act as a bioisostere of hydroxyl, thiol, or amine groups. A series of difluoromethyl anisoles and thioanisoles was prepared and their druglike properties, hydrogen bonding, and lipophilicity were studied. The hydrogen bond acidity parameters A (0.085-0.126) were determined using Abraham's solute 1H NMR analysis. It was found that the difluoromethyl group acts as a hydrogen bond donor on a scale similar to that of thiophenol, aniline, and amine groups but not as that of hydroxyl. Although difluoromethyl is considered a lipophilicity enhancing group, the range of the experimental Δlog P(water-octanol) values (log P(XCF2H) - log P(XCH3)) spanned from -0.1 to +0.4. For both parameters, a linear correlation was found between the measured values and Hammett σ constants. These results may aid in the rational design of drugs containing the difluoromethyl moiety.