372-48-5

Basic information

• Product Name: 2-Fluoropyridine
• Synonyms: 2-FLUOROPYRIDINE;2-fluoro-pyridin;Pyridine, 2-fluoro-;2-Fluoropyride;2-Fluoroypyridine;2-Fluoropyridine,99%;2-CYANOPHENYLBORONIC ACID;2-Fluoropyridine,98%
• CAS NO: 372-48-5
• Molecular Formula: C₅H₄FN
• Molecular Weight: 97.09
• EINECS: 206-757-5
• Product Categories: Fluorin-contained pyridine series;Pyridine;pyridine derivative;Pyridines;Fluoropyridines;Halopyridines;C5;Heterocyclic Building Blocks;Building Blocks;Chemical Synthesis;Fluorinated Building Blocks;Heterocyclic Building Blocks;Heterocyclic Fluorinated Building Blocks;Other Fluorinated Heterocycles;Fluorine series;alkyl Fluorine
• Mol File: 372-48-5.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 126 °C753 mm Hg(lit.)
• Flash Point: 83 °F
• Appearance: Clear colorless to light yellow/Liquid
• Density: 1.128 g/mL at 25 °C(lit.)
• Vapor Pressure: 14.4mmHg at 25°C
• Refractive Index: n20/D 1.466(lit.)
• Storage Temp.: Flammables area
• PKA: -0.44(at 25℃)
• Water Solubility: Soluble in water.
• BRN: 1515
• CAS DataBase Reference: 2-Fluoropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Fluoropyridine(372-48-5)
• EPA Substance Registry System: 2-Fluoropyridine(372-48-5)

Safety Data

• Hazard Codes: Xi,F,Xn
• Statements: 10-36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39-16
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• RTECS: UT3900000
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 372-48-5(Hazardous Substances Data)

Usage

Synthesis

A rare example of fluorodenitration of a heterocyclic system was provided by 2- nitropyridine, which was converted to 2-fluoropyridine.

Chemical Properties

CLEAR COLOURLESS TO LIGHT YELLOW LIQUID

Uses

2-Fluoropyridine is a useful precursor of 2,3-disubstituted pyridines which is made by the possibility of metallation at C-3, together with the ready nucleophilic displacement of the activated fluorine. It can also react with thiophene to get 2-thiophen-2-yl-pyridine. It is used in the synthesis of aminopyridines.

InChI:InChI=1/C5H4FN/c6-5-3-1-2-4-7-5/h1-4H

Upstream product

• 109-09-1 2-chloropyridine 
• 59278-66-9 2-F-pyridineH⁺ 
• 3619-02-1 (S)-N-acetylalanine methyl ester 
• 1226954-85-3 10-methylacridinyl radical 
• 138169-46-7 2-pyridone 
• 107263-95-6 N-fluoropyridinium triflate 
• 67-64-1 acetone 
• 110-86-1 pyridine 
• 109-04-6 2-bromo-pyridine 
• 5029-67-4 2-iodopyridine 
• 15009-91-3 2-nitropyridine 
• 65007-00-3 pyridin-2-yl trifluoromethanesulfonate 
• 504-29-0 2-aminopyridine 
• 3512-17-2 2,4,6-trifluoropyridine 

Downstream Products

• 396-59-8 N-(4-fluoro-benzyl)-N',N'-dimethyl-N-[2]pyridyl-ethylenediamine 
• 23826-72-4 N,N-dimethyl-N'-(pyridine-2-yl)ethane-1,2-diamine 
• 1692-02-0 N-(4-fluorobenzyl)pyridine-2-amine 
• 142-08-5 2-hydroxypyridin 
• 3319-99-1 2'-(2-thienyl)pyridine 
• 393-55-5 2-fluoronicotinic acid 
• 551945-15-4 1-ethylpropyl (2-pyridyl) ether 
• 196810-03-4 {4-[2-(methylpyridin-2-ylamino)ethoxy]pheny}methanol 
• 5683-33-0 2-(Dimethylamino)pyridine 
• 20173-75-5 N-benzyl-N-methyl-N-(2-pyridyl)amine 
• 22282-70-8 2-fluoro-4-iodopyridine 
• 871012-88-3 2-(4-iodophenyl)pyridine 
• 896155-81-0 2-(benzyloxy)-4-iodopyridine 
• 896155-82-1 2-(benzyloxy)-4-[3-decyloxy-5-(tert-butyldimethylsilanyloxymethyl)phenyl]pyridine 

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.

PROCESS FOR FLUORINATING COMPOUNDS

Disclosed are mild temperature (e.g., from 0 to 80°C) SNAr fluorinations of a variety of halide and sulfonate substituted aryl and heteroaryl substrates using NMe4F.

Selective fluorination of pyridine and its derivatives in the presence of high-oxidation-state transition metals

The oxidative fluorination of pyridine and 4-ethylpyridine under chemical and electro-chemical conditions in the presence of transition metal (high-oxidation-state nickel, cobalt, and silver) salts was studied. The chemical fluorination affords 2-fluoropyridine in all cases, while the electrochemical fluorination results in 2-fluoroor 3-fluoropyridine depending on the catalyst used.