396-30-5

Basic information

• Product Name: 6-Fluoroquinoline
• Synonyms: 6-Fluoroquinoline;6-Fluoroquinolin;Quinoline, 6-fluoro-;6-Fluoroquinoine
• CAS NO: 396-30-5
• Molecular Formula: C₉H₆FN
• Molecular Weight: 147.15
• Mol File: 396-30-5.mol
• Article Data: 49

Chemical Properties

• Boiling Point: 126°C/30mmHg(lit.)
• Flash Point: 98 °C
• Appearance: /
• Density: 1.209 g/mL at 25 °C
• Vapor Pressure: 0.0654mmHg at 25°C
• Refractive Index: n20/D1.592
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 4.32±0.10(Predicted)
• CAS DataBase Reference: 6-Fluoroquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Fluoroquinoline(396-30-5)
• EPA Substance Registry System: 6-Fluoroquinoline(396-30-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39
• WGK Germany: 3
• RTECS: VB8370020
• Hazardous Substances Data: 396-30-5(Hazardous Substances Data)

Usage

Description

6-Fluoroquinoline is a heterocyclic compound characterized by the presence of a fluorine atom at the 6th position of the quinoline ring. It is known for its diverse chemical properties and potential applications in various fields due to its unique structure and reactivity.

Uses

Used in Pharmaceutical Industry:
6-Fluoroquinoline is used as a building block for the synthesis of various pharmaceutical compounds. Its unique structure allows for the development of new drugs with improved properties, such as enhanced potency, selectivity, and reduced side effects.
Used in Chemical Synthesis:
6-Fluoroquinoline serves as a versatile intermediate in the synthesis of a wide range of chemical compounds, including agrochemicals, dyes, and advanced materials. Its reactivity and structural diversity make it a valuable component in the development of new and innovative products.
Used in Research and Development:
6-Fluoroquinoline is utilized as a key component in research and development efforts, particularly in the fields of medicinal chemistry and materials science. Its unique properties and potential applications make it an attractive candidate for the design and synthesis of novel compounds with specific functions and properties.

Synthesis Reference(s)

The Journal of Organic Chemistry, 56, p. 7288, 1991 DOI: 10.1021/jo00026a019

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

Upstream product

• 580-15-4 6-aminoquinoline 
• 394-70-7 4-Fluoroquinoline 
• 56-81-5 glycerol 
• 60144-53-8 N-(tert-butoxycarbonyl)-4-fluoroaniline 
• 1611-78-5 1,3-bis-dimethylaminotrimethinium perchlorate 
• 927-63-9 3-dimethylaminoacrolein 
• 91-22-5 quinoline 
• 371-40-4 4-fluoroaniline 
• 173089-80-0 quinolin-6-yl triflate 
• 376581-24-7 6-quinolineboronic acid 
• 1227828-28-5 (6-quinolinyl)triethoxysilane 
• 580-16-5 6-hydroxyquinoline 
• 5332-25-2 6-bromoquinoline 
• 104-55-2 3-phenyl-propenal 

Downstream Products

• 388078-32-8 6-fluoro-1-formyl-1,2,3,4-tetrahydroquinoline 
• 91-22-5 quinoline 
• 75403-10-0 3-fluoroimidazo[1,2-a:3,4-a']diquinolin-15-ium iodide 
• 159870-91-4 2--bromo--6-fluoroquinoline 
• 1421517-95-4 C₁₆H₁₂FNO₃S 
• 587885-96-9 6-fluoro-2-(trifluoromethyl)quinoline 
• 2558-26-1 6-fluoro-2-phenylquinoline 
• 1384850-51-4 methyl 3-(6-fluoro-1,2,3,4-tetrahydroquinolin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylate 
• 1384850-19-4 3-(6-fluoro-1,2,3,4-tetrahydroquinolin-1-yl)-2-(4-fluorophenyl)quinoxaline-6-carboxylic acid 
• 1072793-21-5 6-fluoro-quinoline-5-carbaldehyde 
• 1221280-86-9 6-fluoro-quinoline-7-carbaldehyde 
• 442-65-9 4-fluoro-benzenesulfonic acid-(6-fluoro-[8]quinolylamide) 
• 343-54-4 8-amino-6-fluoroquinoline 
• 107224-22-6 6-fluoro-5-methylquinoline 

Relevant articles and documents

High efficiency microwave-assisted synthesis of quinoline from acrolein diethyl acetal and aniline utilizing Ni/Beta catalyst

A facile and solvent-free microwave-assisted approach to quinoline was developed by utilizing both acrolein diethyl acetal and aniline as reagents, firstly employing Ni/Beta zeolite as mild, ecofriendly and low-cost solid catalyst. As high as 83% yield of quinoline was quickly achieved at a short microwave time. The results indicated that the effect of Ni on Beta zeolite not only significantly promoted conversion of acrolein diethyl acetal to effective intermediate but also dramatically accelerated dehydrogenation rate of tetrahydroquinoline/dihydroquinoline to quinoline.

Metal-Free Deoxygenation of Amine N-Oxides: Synthetic and Mechanistic Studies

We report herein an unprecedented combination of light and P(III)/P(V) redox cycling for the efficient deoxygenation of aromatic amine N-oxides. Moreover, we discovered that a large variety of aliphatic amine N-oxides can easily be deoxygenated by using only phenylsilane. These practically simple approaches proceed well under metal-free conditions, tolerate many functionalities and are highly chemoselective. Combined experimental and computational studies enabled a deep understanding of factors controlling the reactivity of both aromatic and aliphatic amine N-oxides.

Highly chemoselective deoxygenation of N-heterocyclic: N -oxides under transition metal-free conditions

Because their site-selective C-H functionalizations are now considered one of the most useful tools for synthesizing various N-heterocyclic compounds, the highly chemoselective deoxygenation of densely functionalized N-heterocyclic N-oxides has received much attention from the synthetic chemistry community. Here, we provide a protocol for the highly chemoselective deoxygenation of various functionalized N-oxides under visible light-mediated photoredox conditions with Na2-eosin Y as an organophotocatalyst. Mechanistic studies imply that the excited state of the organophotocatalyst is reductively quenched by Hantzsch esters. This operationally simple technique tolerates a wide range of functional groups and allows high-yield, multigram-scale deoxygenation. This journal is