2369-18-8

Basic information

• Product Name: 2-Fluoro-3-methylpyridine
• Synonyms: 2-FLUORO-3-PICOLINE;2-FLUORO-3-METHYLPYRIDINE;2-FLUORO-3-METHYLPYRIDINE 97%;2-Fluoro-3-methylpyridine98%;2-FLUORO-3-METHYLPYRIDINE (2-FLUORO-3-PICOLINE);2-Fluoro-3-methyl pyridine ,97%;2-Fluoro-3-picoline,98%;2-fluoro-3-methypyridine
• CAS NO: 2369-18-8
• Molecular Formula: C₆H₆FN
• Molecular Weight: 111.12
• EINECS: -0
• Product Categories: Fluorin-contained pyridine series;blocks;FluoroCompounds;Pyridines;Pyridine;Pyridines, Pyrimidines, Purines and Pteredines;Pyridine series;Fluoropyridines;Halopyridines;Boronic Acid;Fluorine series
• Mol File: 2369-18-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 154-155 °C(lit.)
• Flash Point: 119 °F
• Appearance: clear colorless to light yellow liquid
• Density: 1.098 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.174mmHg at 25°C
• Refractive Index: n20/D 1.476(lit.)
• Storage Temp.: Flammables area
• PKA: -0.14±0.10(Predicted)
• BRN: 1877
• CAS DataBase Reference: 2-Fluoro-3-methylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Fluoro-3-methylpyridine(2369-18-8)
• EPA Substance Registry System: 2-Fluoro-3-methylpyridine(2369-18-8)

Safety Data

• Hazard Codes: Xi,F,Xn
• Statements: 10-36/37/38-20/21/22-1020/21/2236/37/38
• Safety Statements: 26-36-36/37/39-16-16 26 36/37/39
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT, FLAMMABLE
• PackingGroup: Ⅲ
• Hazardous Substances Data: 2369-18-8(Hazardous Substances Data)

Usage

Chemical Properties

clear colorless to light yellow liquid

Uses

2-Fluoro-3-methylpyridine may be used in the preparation of:2-phenyl-3-methylpyridine2-(4-chlorophenyl)-3-methylpyridine2-(4-fluorophenyl)-3-methylpyridine2-fluoronicotinic acid

General Description

2-Fluoro-3-methylpyridine, also known as 2-fluoro-3-picoline, can be prepared by reacting 2-amino-3-methylpyridine and 40% fluoroboric acid.2 The signs of the long range coupling constants of 2-fluoro-3-methylpyridine have been obtained by double and triple resonance techniques.

InChI:InChI=1/C6H3Br2F/c7-5-2-1-4(9)3-6(5)8/h1-3H

Upstream product

• 1603-40-3 3-methylpyridin-2-ylamine 
• 113975-22-7 2-fluoro-3-iodopyridine 
• 31729-70-1 bis(iodozinc)methane 
• 108-99-6 3-Methylpyridine 
• 75-05-8 acetonitrile 

Downstream Products

• 1263086-49-2 C₁₉H₂₀N₂O₃ 
• 259807-97-1 3-methyl-2-(tributylstannanyl)pyridine 
• 1603-40-3 3-methylpyridin-2-ylamine 
• 104396-10-3 1-(3-Methyl-2-pyridinyl)piperazine 
• 1170176-97-2 3-methyl-2-phenylpyridine-d₅ 
• 1174043-87-8 4-[[4-fluoro-3-[4-(3-methylpyridin-2-yl)oxypiperidine-1-carbonyl]phenyl]methyl]-2H-phthalazin-1-one 
• 10586-52-4 2-phenyl-1H-pyrrolo[2,3-b]pyridine 
• 1020328-07-7 (3-(3-methylpyridin-2-yloxy)phenyl)methanol 
• 117446-06-7 3-Methyl-2-(phenylmethylthio)-pyridine 
• 900511-90-2 2-[(1-benzylpiperidin-4-yl)oxy]-3-methyl-pyridine 
• 19230-59-2 2-methoxy-3-methylpyridine 
• 847687-58-5 (2S)-2-[(S)-[(3-methylpyridin-2-yl)thio](phenyl)methyl]-4-(phenylmethyl)morpholine 
• 364-22-7 2-fluoronicotinamide 
• 119899-26-2 2-fluoronicotinic acid chloride 

Relevant articles and documents

Preparation of an Arenylmethylzinc Reagent with Functional Groups by Chemoselective Cross-Coupling Reaction of Bis(iodoazincio)methane with Iodoarenes

Palladium-catalyzed cross-coupling reaction of bis(iodozincio)methane with iodoarenes carrying various functionalities such as ester, boryl, cyano, and halo groups proceeded chemoselectively to give the corresponding arenylmethylzinc species efficiently. The moderate reactivity of the gem-dizinc reagent imparted functional group tolerance to the process. The transformations from iodoheteroarenes were also performed; in the case of iodopyridine derivatives, the nickel-catalyzed reaction gave the corresponding organozinc species efficiently. The obtained arenylmethylzinc species underwent the copper-mediated coupling reaction with a range of organic halides.

Carboxamidation of pyridines by the system of elemental fluorine- carbonitrile-water: A useful alternative to the chichibabin amination

The title reaction with pyridine, 4-methylpyridine, 3-methylpyridine, 3- bromopyridine, nicotinonitrile, and quinoline yields 2-carboxamido derivatives regioselectively. Isoquinoline is amidated at position 1.

DIRECT FLUORINATION OF SUBSTITUTED PYRIDINES

The direct fluorination of pyridines bearing alkyl, halogen, ester, or ketone functions has been employed to prepare the corresponding 2-fluoro-substituted pyridines.