580-21-2

Basic information

• Product Name: 2-FLUOROQUINOLINE
• Synonyms: 2-FLUOROQUINOLINE
• CAS NO: 580-21-2
• Molecular Formula: C₉H₆FN
• Molecular Weight: 147.1490432
• Mol File: 580-21-2.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 241.9 °C at 760 mmHg
• Flash Point: 100.1 °C
• Appearance: /
• Density: 1.216 g/cm³
• Vapor Pressure: 0.0544mmHg at 25°C
• Refractive Index: 1.614
• Storage Temp.: Room temperature.
• PKA: -0.68±0.40(Predicted)
• CAS DataBase Reference: 2-FLUOROQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-FLUOROQUINOLINE(580-21-2)
• EPA Substance Registry System: 2-FLUOROQUINOLINE(580-21-2)

Safety Data

• Hazardous Substances Data: 580-21-2(Hazardous Substances Data)

Usage

General Description

2-Fluoroquinoline is a chemical compound belonging to the class of quinoline derivatives, which are heterocyclic aromatic compounds containing a benzene ring fused to a pyridine ring. It is characterized by the presence of a fluorine atom at the 2-position of the quinoline ring. 2-Fluoroquinoline has found applications in the pharmaceutical and agrochemical industries as a building block for the synthesis of various bioactive molecules, including pharmaceutical drugs and agrochemicals. It is also used as a precursor in the production of fluorescent dyes and as a reagent in organic synthesis. Additionally, 2-Fluoroquinoline has been studied for its potential biological activities, including antibacterial, antifungal, and anti-inflammatory properties, making it a subject of interest in medicinal chemistry and drug discovery.

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

Upstream product

• 67-56-1 methanol 
• 612-62-4 2-Chloroquinoline 
• 2005-43-8 2-bromoquinoline 
• 93-10-7 quinoline-2-carboxylic acid 
• 91-22-5 quinoline 
• 580-22-3 2-aminoquinoline 

Downstream Products

• 7596-64-7 6-Hydroxychinolinsaeure 
• 128676-87-9 (2-fluoro-3-quinolyl) phenyl ketone 
• 128676-86-8 (2-fluoro-3-quinolyl)phenylmethanol 
• 7783-54-2 nitrogen trifluoride 
• 59-31-4 2-quinolone 
• 59-31-4 2-hydroxyquinoline 

Relevant articles and documents

Nucleophilic Fluorination of Heteroaryl Chlorides and Aryl Triflates Enabled by Cooperative Catalysis

Aryl and heteroaryl fluorides are growing to be dominant motifs in pharmaceuticals and agrochemicals, yet they are rare in both nature and commodity chemicals. As a consequence, there is an increasingly urgent need to develop mild, cost-effective, and scalable methods for fluorination. The most straightforward route to synthesize aryl fluorides is through the halide exchange "halex"reaction, but conditions, cost, and atom economy preclude most available methods from large-scale manufacturing processes. We report a new approach that leverages the cooperative action of 18-crown-6 ether and tetramethylammonium chloride to catalytically access the reactivity of tetramethylammonium fluoride and achieve halex fluorinations under mild conditions with operational ease. The described methodology readily converts both heteroaryl chlorides and aryl triflates to their corresponding (hetero)aryl fluorides in high yields and purities.

Radical Decarboxylative Carbometalation of Benzoic Acids: A Solution to Aromatic Decarboxylative Fluorination

Abundant aromatic carboxylic acids exist in great structural diversity from nature and synthesis. To date, the synthetically valuable decarboxylative functionalization of benzoic acids is realized mainly by transition-metal-catalyzed decarboxylative cross couplings. However, the high activation barrier for thermal decarboxylative carbometalation that often requires 140 °C reaction temperature limits both the substrate scope as well as the scope of suitable reactions that can sustain such conditions. Numerous reactions, for example, decarboxylative fluorination that is well developed for aliphatic carboxylic acids, are out of reach for the aromatic counterparts with current reaction chemistry. Here, we report a conceptually different approach through a low-barrier photoinduced ligand to metal charge transfer (LMCT)-enabled radical decarboxylative carbometalation strategy, which generates a putative high-valent arylcopper(III) complex, from which versatile facile reductive eliminations can occur. We demonstrate the suitability of our new approach to address previously unrealized general decarboxylative fluorination of benzoic acids.

Diastereoselective Synthesis of Dialkylated Bis(phosphino)ferrocenes: Their Use in Promoting Silver-Mediated Nucleophilic Fluorination of Chloroquinolines

The diastereoselective synthesis of dialkylated ferrocenyl bis(phosphane)s bearing aryl, alkyl, and hetero- or polycyclic substituents on the phosphino groups is reported, together with their characterization in the solid state by X-ray structure analysis