394-68-3

Basic information

• Product Name: 8-FLUOROQUINOLINE
• Synonyms: 8-fluoro-quinolin;8-FLUOROQUINOLINE;Quinoline, 8-fluoro-;8-Fluoroquinoine
• CAS NO: 394-68-3
• Molecular Formula: C₉H₆FN
• Molecular Weight: 147.15
• EINECS: 1592732-453-0
• Product Categories: Quinolines, Quinazolines and derivatives
• Mol File: 394-68-3.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 238.4 °C at 760 mmHg
• Flash Point: 98 °C
• Appearance: /
• Density: 1.216 g/cm³
• Vapor Pressure: 0.0654mmHg at 25°C
• Refractive Index: 1.614
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 1.93±0.17(Predicted)
• CAS DataBase Reference: 8-FLUOROQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 8-FLUOROQUINOLINE(394-68-3)
• EPA Substance Registry System: 8-FLUOROQUINOLINE(394-68-3)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• Hazardous Substances Data: 394-68-3(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow solid

InChI:InChI=1/C9H6FN/c10-8-5-1-3-7-4-2-6-11-9(7)8/h1-6H

Upstream product

• 348-54-9 2-Fluoroaniline 
• 56-81-5 glycerol 
• 91-22-5 quinoline 
• 148-24-3 8-quinolinol 
• 75414-02-7 8-fluoro-1,2,3,4-tetrahydroquinoline 
• 133042-65-6 8-<(Fluorosulfonyl)oxy>naphthalene 
• 578-66-5 8-amino quinoline 

Downstream Products

• 94832-39-0 8-fluoro-5-nitroquinoline 
• 108970-14-5 {IrH₂(PPh₃)2(8-fluoroquinoline)}(SbF₆) 
• 71738-83-5 8-fluoroquinolin-2(1H)-one 
• 933792-11-1 3-[(4-chlorophenyl)sulfonyl]-8-fluoroquinoline 
• 933824-72-7 3-(phenylsulfonyl)-N-[2-(4-pyridinyl)ethyl]-8-quinolinamine 
• 933792-04-2 3-[(4-chlorophenyl)sulfonyl]-N-(tetrahydro-2H-pyran-4-ylmethyl)-8-quinolinamine 
• 1066836-04-1 N-(tetrahydro-2H-pyran-4-ylmethyl)-3-({4-[(tetrahydro-2H-pyran-4-ylmethyl)amino]phenyl}sulfonyl)-8-quinolinamine 

Relevant articles and documents

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Method for preparing 8-fluoroquinoline and method for preparing 3-iodo-8-fluoroquinoline

The invention provides a method for preparing 8-fluoroquinoline and a method for preparing 3-iodo-8-fluoroquinoline. Preparation of the 8-fluoroquinoline comprises the step of carrying out a ring-closure reaction between fluoroaniline and glycerin, and preparation of the 3-iodo-8-fluoroquinoline comprises the step of carrying out a substitution reaction among the prepared 8-fluoroquinoline, N-chlorosuccinimide and a metal iodide. The method has the characteristics that the raw materials are cheap and readily available, the cost is low, any special equipment is not needed, the various materialsare low in toxicity, safe, environmental-friendly, less in by-products and high in yield, and large-scale industrial production is easily realized.

Nucleophilic deoxyfluorination of phenols via aryl fluorosulfonate intermediates

This report describes a method for the deoxyfluorination of phenols with sulfuryl fluoride (SO2F2) and tetramethylammonium fluoride (NMe4F) via aryl fluorosulfonate (ArOFs) intermediates. We first demonstrate that the reaction of ArOFs with NMe4F proceeds under mild conditions (often at room temperature) to afford a broad range of electronically diverse and functional group-rich aryl fluoride products. This transformation was then translated to a one-pot conversion of phenols to aryl fluorides using the combination of SO2F2 and NMe4F. Ab initio calculations suggest that carbon-fluorine bond formation proceeds via a concerted transition state rather than a discrete Meisenheimer intermediate.