72216-35-4

Usage

Uses

Used in Pharmaceutical Industry:
3-Fluorobenzyloxybenzene is utilized as a building block for the synthesis of various functionalized molecules, playing a crucial role in the development of new pharmaceutical compounds. Its unique structure and properties contribute to the creation of innovative drugs with potential therapeutic benefits.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Fluorobenzyloxybenzene serves as a precursor to create other fluorinated compounds, which are essential in the production of pesticides and other agricultural chemicals. These fluorinated compounds can enhance the effectiveness and selectivity of agrochemical products.
Used in Research and Development:
3-Fluorobenzyloxybenzene is also employed in research and development settings due to its distinctive chemical characteristics. Scientists explore its potential applications in drug discovery and material science, where it can contribute to the advancement of new technologies and materials.
Safety Precautions:
Given its potential hazardous properties, 3-Fluorobenzyloxybenzene must be handled and stored under strict safety guidelines. It should only be used by trained personnel in a controlled laboratory environment to ensure safety and prevent accidents.

InChI:InChI=1/C13H11FO/c14-12-6-4-5-11(9-12)10-15-13-7-2-1-3-8-13/h1-9H,10H2

Upstream product

• 100-39-0 benzyl bromide 
• 35535-79-6 sodium m-fluoro phenoxide 
• 402-67-5 3-fluoro-1-nitrobenzene 
• 100-51-6 benzyl alcohol 
• 372-18-9 1,3-Difluorobenzene 
• 372-20-3 3-fluorophenol 
• 147460-41-1 2-bromo-5-fluorophenol 
• 1195931-63-5 3-(benzyloxy)phenyl trifluoromethanesulfonate 
• 3769-41-3 3-Benzyloxyphenol 
• 53087-13-1 3-(benzyloxy)phenyl bromide 
• 768-35-4 3-fluorophenylboronic acid 
• 1528-74-1 4,4'-dinitrobiphenyl 
• 124-41-4 sodium methylate 

Downstream Products

• 185346-79-6 4-(benzyloxy)-1-bromo-2-fluorobenzene 
• 372-20-3 3-fluorophenol 

Relevant academic research and scientific papers

Fluorinated Radicamine A and B: Synthesis and Glycosidase Inhibition

Fluorinated derivatives of radicamine A and radicamine B have been synthesized from D-arabinose-derived cyclic nitrone. Structure-activity relationship studies showed that glycosidase inhibition of these fluorinated derivatives was significantly influenced by the position of the fluorine atom. C-7 or C-11 fluorination of the aromatic ring decreased α-glucosidase inhibition of the derivatives, whereas C-8 or C-10 fluorination preserved glycosidase inhibitory activities. Fluorinated derivatives of radicamine A and B have been synthesized from D-arabinose-derived cyclic nitrone. Structure-activity relationship studies revealed that glycosidase inhibition of these fluorinated derivatives was significantly influenced by the position of the fluorine atom.

Base Mediated Synthesis of Alkyl-aryl Ethers from the Reaction of Aliphatic Alcohols and Unsymmetric Diaryliodonium Salts

The base mediated coupling of aliphatic alcohol pronucleophiles with unsymmetric diaryliodonium salt electrophiles is described. This metal-free reaction is operationally simple, proceeds at mild temperature, and displays broad substrate scope to generate industrially important alkyl-aryl ethers in moderate to excellent yield. The synthetic utility of these reactions is demonstrated, and aspects of sustainability are highlighted by the use of unsymmetric aryl(mesityl)iodonium arylating reagents.

Silver-mediated fluorination of potassium aryltrifluoroborates with Selectfluor Dedicated to Professor Andrea Vasella on the occasion of his 71st birthday

A simple and practical procedure for the silver-mediated fluorination of aryl- and heteroaryltrifluoroborates with electrophilic fluorine from Selectfluor and LiOH·H2O is presented. The reaction procedure is simple and easy to set up, the process produces fluorinated arenes and heteroarenes in good to excellent yields and a wide range of electronically and structurally diverse substrates are tolerated.

Pd-catalyzed nucleophilic fluorination of aryl bromides

On the basis of mechanism-driven reaction design, a Pd-catalyzed nucleophilic fluorination of aryl bromides and iodides has been developed. The method exhibits a broad substrate scope, especially with respect to nitrogen-containing heteroaryl bromides, and proceeds with minimal formation of the corresponding reduction products. A facilitated ligand modification process was shown to be critical to the success of the reaction.

One-pot, two-step, microwave-assisted palladium-catalyzed conversion of aryl alcohols to aryl fluorides via aryl nonaflates

A convenient procedure for converting aryl alcohols to aryl fluorides via aryl nonafluorobutylsulfonates (ArONf) is presented. Moderate to good one-pot, two-step yields were achieved by this nonaflation and microwave-assisted, palladium-catalyzed fluorination sequence. The reductive elimination step was investigated by DFT calculations to compare fluorination with chlorination, proving a larger thermodynamic driving force for the aryl fluoride product. Finally, a key aryl fluoride intermediate for the synthesis of a potent HCV NS3 protease inhibitor was smoothly prepared with the novel protocol.

HIGH-VALENT PALLADIUM FLUORIDE COMPLEXES AND USES THEREOF

The present invention provides novel high-valent palladium complexes. The complexes typically include multi-dentate ligands that stabilize the octahedral coordination sphere of the palladium(IV) atom. These complexes are useful in fluorinating organic compounds and preparing high-valent palladium fluoride complexes. The invention is particularly useful for fluorinating compounds with 19F for PET imaging.

A fluoride-derived electrophilic late-stage fluorination reagent for PET imaging

The unnatural isotope fluorine-18 (18F) is used as a positron emitter in molecular imaging. Currently, many potentially useful 18F-labeled probe molecules are inaccessible for imaging because no fluorination chemistry is available to

Formation of arf from lpdar(f): catalytic conversion of aryl triflates to aryl fluorides

Despite increasing pharmaceutical importance, fluorinated aromatic organic molecules remain difficult to synthesize. Present methods require either harsh reaction conditions or highly specialized reagents, making the preparation of complex fluoroarenes ch

Novel synthesis of desymmetrized resorcinol derivatives: Aryl fluoride displacement on deactivated substrates

A short, high-yielding synthesis of differentially substituted resorcinol derivatives has been developed that utilizes 1,3-difluorobenzene as the starting material and employs sequential nucleophilic aromatic substitution (S NAr) reactions to generate desymmetrized products. The scope and limitations of the second SNAr reaction on the deactivated 1-alkoxy-3-fluorobenzene intermediates have been investigated. This methodology has also been employed in the synthesis of desymmetrized catechol derivatives from 1,2-difluorobenzene.

Practical synthesis of aromatic ethers by SNAr of fluorobenzenes with alkoxides

Aromatic fluorines have been substituted by alkoxides in a variety of activated and unactivated aromatic systems.