111887-71-9

Basic information

• Product Name: Pyridine, 2-fluoro-3,5-dimethyl- (9CI)
• Synonyms: Pyridine, 2-fluoro-3,5-dimethyl- (9CI);2-Fluoro-3,5-dimethylpyridine;3,5-Dimethyl-2-fluoropyridine
• CAS NO: 111887-71-9
• Molecular Formula: C7H8FN
• Molecular Weight: 125.1435232
• Product Categories: PYRIDINE
• Mol File: 111887-71-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 184.2°C at 760 mmHg
• Flash Point: 65.2°C
• Appearance: /
• Density: 1.047g/cm³
• Vapor Pressure: 1.02mmHg at 25°C
• Refractive Index: 1.481
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 0.15±0.20(Predicted)
• CAS DataBase Reference: Pyridine, 2-fluoro-3,5-dimethyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 2-fluoro-3,5-dimethyl- (9CI)(111887-71-9)
• EPA Substance Registry System: Pyridine, 2-fluoro-3,5-dimethyl- (9CI)(111887-71-9)

Safety Data

• Hazardous Substances Data: 111887-71-9(Hazardous Substances Data)

Usage

General Description

Pyridine, 2-fluoro-3,5-dimethyl- (9CI) is a fluorinated derivative of pyridine, a basic organic compound with a six-membered ring structure containing one nitrogen atom. The addition of fluorine to this compound increases its reactivity and may alter its chemical and physical properties. This specific derivative also contains two methyl groups, which can impact its solubility and volatility. The compound may be used in various chemical and pharmaceutical applications, and its unique structure and properties make it a valuable building block for the synthesis of more complex organic molecules. Additionally, its fluorinated nature may offer potential applications in the development of new materials or in biological studies.

InChI:InChI=1/C7H8FN/c1-5-3-6(2)7(8)9-4-5/h3-4H,1-2H3

Upstream product

• 116241-63-5 C₇H₉FN⁽¹⁺⁾*BF₄^(1-) 
• 591-22-0 3,5-Lutidine 

Relevant articles and documents

C-H FLUORINATION OF HETEROCYCLES WITH SILVER (II) FLUORIDE

The present invention provides compositions and methods for the selective C-H fluorination of nitrogen-containing heteroarenes with AgF2, which has previously been considered too reactive for practical, selective C-H fluorination. Fluorinated heteroarenes are prevalent in numerous pharmaceuticals, agrochemicals and materials. However, the reactions used to introduce fluorine into these molecules require pre-functionalized substrates or the use of F2 gas. The present invention provides a mild and general method for the C-H fluorination of nitrogen-containing heteroarene compounds to 2-fluoro-heteroarenes with commercially available AgF2. In various embodiments, these reactions occur at ambient temperature within one hour and occur with exclusive selectivity for fluorination at the 2-position. Exemplary reaction conditions are effective for fluorinating diazine heteroarenes to form a single fluorinated isomer.

Preparation of 2-Fluoropyridines via Base-Induced Decomposition of N-Fluoropyridinium Salts

N-Fluoropyridinium salts with either BF4-, SbF6-, or PF6- as a counteranion were treated with excess base such as triethylamine at room temperature to give 2-fluoropyridine in good yield.This method was succesfully applied to the preparation of 2-fluoropyridine derivatives possessing electron-donating or -withdrawing substituents using substituted N-fluoropyridinium tetrafluoroborates.Pyridine-F2 compounds produced through reactions of pyridines with molecular fluorine were also treated with base to give 2-fluoropyridines but in low yields.These reactions are considered to occur through a carbene mechanism as follows: a novel N-F-containing cyclic carbene (3), generated from the N-fluoropyridinium salts by 2-proton abstraction, reacts with fluorine atoms from counteranions such as BF4-, SbF6-, or PF6-, followed by elimination of F- from the N-F moiety, to yield 2-fluoropyridines.Previously reported findings in reactions of pyridines with molecular fluorine are explained on the basis of this mechanism.