87453-27-8

Basic information

• Product Name: (fluoromethoxy)benzene
• Synonyms: (Fluoromethoxy)benzene; 87453-27-8; F1OR [WLN]; Fluoromethyl phenyl ether
• CAS NO: 87453-27-8
• Molecular Formula: C₇H₇FO
• Molecular Weight: 126.1283
• Mol File: 87453-27-8.mol
• Article Data: 18

Chemical Properties

• Boiling Point: 154.8°C at 760 mmHg
• Flash Point: 50.9°C
• Density: 1.06g/cm³
• Vapor Pressure: 4.01mmHg at 25°C
• Refractive Index: 1.468
• CAS DataBase Reference: (fluoromethoxy)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (fluoromethoxy)benzene(87453-27-8)
• EPA Substance Registry System: (fluoromethoxy)benzene(87453-27-8)

Safety Data

• Hazardous Substances Data: 87453-27-8(Hazardous Substances Data)

Usage

General Description

(Fluoromethoxy)benzene is a chemical compound with the formula C7H7FO. It consists of a benzene ring with a fluorine atom and a methoxy group attached. This chemical is used in organic synthesis as a building block for various chemical reactions. It is a colorless liquid with a sweet aromatic odor and is insoluble in water but soluble in organic solvents. (Fluoromethoxy)benzene has potential applications in the pharmaceutical and agrochemical industries, and it is also used as a solvent and reagent in research laboratories. However, it is important to handle this chemical with care as it may pose hazards to human health and the environment.

Upstream product

• 100-51-6 benzyl alcohol 
• 122-59-8 2-phenoxyacetic acid 
• 6707-01-3 (chloromethoxy)benzene 
• 33837-96-6 methyl thiomethyl ether of phenol 
• 39213-29-1 ((methylsulfinyl)methoxy)benzene 
• 373-53-5 fluoroiodomethane 
• 108-95-2 phenol 
• 593-70-4 R₃₂ 
• 2555-49-9 phenoxyacetic acid ethyl ester 
• 139-02-6 sodium phenoxide 
• 5789-77-5 tert-butyl 2-phenoxyethaneperoxoate 
• 133745-75-2 N-fluorobis(benzenesulfon)imide 

Downstream Products

• 2050-04-6 (pentyloxy)benzene 
• 1746-13-0 allyl phenyl ether 

Relevant articles and documents

Metal-free electrochemical fluorodecarboxylation of aryloxyacetic acids to fluoromethyl aryl ethers

Electrochemical decarboxylation of aryloxyacetic acids followed by fluorination provides easy access to fluoromethyl aryl ethers. This electrochemical fluorodecarboxylation offers a sustainable approach with electric current as traceless oxidant. Using Et3N·5HF as fluoride source and as supporting electrolyte, this simple electrosynthesis affords various fluoromethoxyarenes in yields up to 85%.

Radical decarboxylative fluorination of aryloxyacetic acids using N-fluorobenzenesulfonimide and a photosensitizer

Fluorinated methoxy arenes are emerging as important motifs in both agrochemicals and pharmaceuticals. A novel technique for the synthesis of monofluoromethoxy arenes through the direct fluorodecarboxylation of carboxylic acids was developed that uses photosensitizers and N-fluorobenzenesulfonimide (NFSI). Utilization of the oxidatively mild fluorine transfer agent NFSI enabled the synthesis of fluoromethyl ethers that were previously inaccessible with decarboxylative fluorinations performed with Selectfluor. Mechanistic studies are consistent with the photosensitizer effecting oxidation of the aryloxyacetic acid.

Direct C-F bond formation using photoredox catalysis

We have developed the first example of a photoredox catalytic method for the formation of carbon-fluorine (C-F) bonds. The mechanism has been studied using transient absorption spectroscopy and involves a key single-electron transfer from the 3MLCT (triplet metal-to-ligand charge transfer) state of Ru(bpy)32+ to Selectfluor. Not only does this represent a new reaction for photoredox catalysis, but the mild reaction conditions and use of visible light also make it a practical improvement over previously developed UV-mediated decarboxylative fluorinations.