16447-86-2

Basic information

• Product Name: 4-<18F>-fluoronitrobenzene
• Synonyms: 4-<18F>-fluoronitrobenzene
• CAS NO: 16447-86-2
• Molecular Weight: 140.103
• Mol File: 16447-86-2.mol

Chemical Properties

• CAS DataBase Reference: 4-<18F>-fluoronitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-<18F>-fluoronitrobenzene(16447-86-2)
• EPA Substance Registry System: 4-<18F>-fluoronitrobenzene(16447-86-2)

Safety Data

• Hazardous Substances Data: 16447-86-2(Hazardous Substances Data)

Upstream product

• 100-25-4 para-dinitrobenzene 
• 100-02-7 4-nitro-phenol 
• 100-01-6 4-nitro-aniline 
• 636-98-6 p-nitrobenzene iodide 
• 24067-17-2 4-nitrophenylboronic acid 
• 1153-45-3 4-nitrophenyl 4-methylbenzenesulfonate 
• 171364-83-3 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nitrobenzene 
• 100-23-2 N,N-Dimethyl-4-nitroaniline 
• 62230-88-0 tetraethylammonium (F¹⁸)-flouride 
• 16825-79-9 1-iodyl-4-nitrobenzene 
• 586-78-7 para-nitrophenyl bromide 
• 6299-51-0 3-(4-nitrophenyl)sydnone 
• 1849-36-1 para-nitrobenzenethiol 
• 100-00-5 4-chlorobenzonitrile 

Downstream Products

• 93639-14-6 4-<18F>fluoroaniline 
• 1315344-81-0 4-⁽¹⁸⁾F-fluorosuberoylanilide hydroxamic acid 
• 1259519-64-6 C₂₄H₃₀⁽¹⁸⁾FN₃O₂ 

Relevant articles and documents

“In-loop” 18F-fluorination: A proof-of-concept study

There is a great demand to develop more cost-efficient and robust manufacturing processes for fluorine-18 (18F) labelled compounds and radiopharmaceuticals. Herein, we present to our knowledge the first radiofluorination “in-loop,” where [

Displacement of a Nitro-group by Fluoride Ion. A New Route to Aryl Fluorides of High Specific Activity

Nucleophilic displacement of activated nitro-groups by fluoride ion is an efficient route to 18F-labelled aromatics; these compounds can be in the no-fluorine-carrier-added state if required.

A general protocol for Cu-mediated fluoro-deamination: Sandmeyer fluorination of diverse aromatic substrates

A Cu(I)-mediated fluoro-deamination method for nucleophilic radiofluorination was devised. The method affords fluorinated aromatic products directly from anilines under both no-carrier added and stoichiometric conditions. Isolated radiochemical yields ran

METHODS AND COMPOUNDS USING IN-LOOP FLUORINATION

This invention provides a novel method that is simple, efficient, and allows for a reliable production of fluorine- 18 (18F) radiofluorinated compounds and radiopharmaceuticals. The method comprises an "in-loop" process, where an 18F

[18F]Ethenesulfonyl Fluoride as a Practical Radiofluoride Relay Reagent

Fluorine-18 is the most utilized radioisotope in positron emission tomography (PET), but the wide application of fluorine-18 radiopharmaceuticals is hindered by its challenging labelling conditions. As such, many potentially important radiotracers remain

Catalyst-Free Aromatic Radiofluorination via Oxidized Iodoarene Precursors

Oxidized iodoarenes (OIAs), prepared via mCPBA-mediated oxidation, have been demonstrated as versatile precursors for the synthesis of [18F]fluoroarenes in the absence of catalysts. OIAs have been identified as intermediates in single-pot syntheses of iodonium salts and ylides but have never been recognized as radiofluorination precursors. Here, the isolated OIAs were used without any catalysts to produce functionalized [18F]fluoroarenes, regardless of the electronic nature of the arenes. This method was also applied to the production of radiolabeling synthons for use as aromatic 18F-labeled building blocks.

Fast and reliable generation of [18F]triflyl fluoride, a gaseous [18F]fluoride source

A novel strategy for the production of reactive [18F]fluoride has been developed, omitting time consuming azeotropic drying procedures. Gaseous [18F]triflyl fluoride is formed instantaneously at room temperature from hydrated [18F]fluoride, followed by distillation in less than 5 minutes into a dry aprotic solvent, in which dry [18F]fluoride is released in presence of base with >90% radiochemical yield. The reactivity of the [18F]fluoride has been confirmed by reaction with several model compounds and by the synthesis of the PET tracers [18F]fluoroestradiol ([18F]FES) and O-2-[18F]fluoroethyl-l-tyrosine ([18F]FET), providing good isolated radiochemical yields and molar activities of up to 123 GBq μmol?1.

Synthesis of [18F]Fluoroarenes by Nucleophilic Radiofluorination of N-Arylsydnones

A practical method for radiofluorination of anilines with [18F]fluoride via N-arylsydnone intermediates is described. These precursors are stable, easy to handle and facilitate direct and regioselective 18F-labeling to prepare [

[18F]-Fluoride capture and release: azeotropic drying free nucleophilic aromatic radiofluorination assisted by a phosphonium borane

[18F]-Fluoride ready for aromatic nucleophilic substitution was prepared according to a simple process including trapping of aqueous [18F]-fluoride on a cartridge pre-loaded with the phosphonium borane [(Ph2MeP)C6H4(BMes2)]+, then releasing by elution of TBACN in dry acetonitrile. Subsequent radiofluorination was successfully applied to a model reaction and to the radiosynthesis of [18F]-setoperone.

Evaluation of [18F]-ATRi as PET tracer for in vivo imaging of ATR in mouse models of brain cancer

Rationale Ataxia telangiectasia and Rad3-related (ATR) threonine serine kinase is one of the key elements in orchestrating the DNA damage response (DDR). As such, inhibition of ATR can amplify the effects of chemo- and radiation-therapy, and several ATR i