16473-18-0

Basic information

• Product Name: Benzene, 1-(fluoromethyl)-3-methoxy-
• CAS NO: 16473-18-0
• Molecular Formula: C8H9FO
• Molecular Weight: 140.157
• Mol File: 16473-18-0.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(fluoromethyl)-3-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(fluoromethyl)-3-methoxy-(16473-18-0)
• EPA Substance Registry System: Benzene, 1-(fluoromethyl)-3-methoxy-(16473-18-0)

Safety Data

• Hazardous Substances Data: 16473-18-0(Hazardous Substances Data)

Upstream product

• 6971-51-3 3-methoxybenzyl alcohol 
• 874-98-6 1-bromomethyl-3-methoxybenzene 
• 2398-37-0 3-methoxyphenyl bromide 
• 373-52-4 bromofluoromethane 
• 591-31-1 3-methoxy-benzaldehyde 
• 108087-83-8 [(3-methoxyphenyl)methylidene]hydrazine 
• 10365-98-7 3-methoxyphenylboronic acid 
• 373-53-5 fluoroiodomethane 
• 325142-84-5 3-methoxyphenylboronic acid pinacol ester 

Downstream Products

• 107417-55-0 3-(1-piperidinomethyl)-anisole 
• 1798-09-0 m-methoxyphenylacetic acid 
• 122439-14-9 4-[(3-methoxyphenyl)methyl]morpholine 

Relevant articles and documents

Selective Fluorination of Substituted Methanols with Methanesulfonyl Fluoride and Cesium Fluoride as Modified with Crown Ethers

A new combination of methanesulfonyl fluoride and cesium fluoride as modified with 18-crown-6 was demonstrated to be the best for selective fluorination of various benzyl alcohols via nucleophilic substitution.As extended applications of this procedure, ethyl 1-fluoromethylpyrazole-4-carboxylate (6) and N-fluoromethylphthalimide (12) have been synthesized in high yields from the corresponding alcohol (4) and chloride (11) respectively.

Visible-light photoredox-catalyzed selective carboxylation of C(sp3)?F bonds with CO2

It is highly attractive and challenging to utilize carbon dioxide (CO2), because of its inertness, as a nontoxic and sustainable C1 source in the synthesis of valuable compounds. Here, we report a novel selective carboxylation of C(sp3)?F bonds with CO2 via visible-light photoredox catalysis. A variety of mono-, di-, and trifluoroalkylarenes as well as α,α-difluorocarboxylic esters and amides undergo such reactions to give important aryl acetic acids and α-fluorocarboxylic acids, including several drugs and analogs, under mild conditions. Notably, mechanistic studies and DFT calculations demonstrate the dual role of CO2 as an electron carrier and electrophile during this transformation. The fluorinated substrates would undergo single-electron reduction by electron-rich CO2 radical anions, which are generated in situ from CO2 via sequential hydride-transfer reduction and hydrogen-atom-transfer processes. We anticipate our finding to be a starting point for more challenging CO2 utilization with inert substrates, including lignin and other biomass.

Nickel-catalyzed monofluoromethylation of (hetero)aryl bromides via reductive cross-coupling

A mild and efficient nickel-catalyzed direct monofluoromethylation of (hetero)aryl bromides by reductive cross-coupling has been developed. This method exhibits good efficiency, wide functional-group compatibility, and suitability for aryl and heteroaryl bromides with abundant industrial raw material BrCH2F. This strategy provides an efficient way to synthesize monofluoromethylated molecules for drug discovery.