3939-12-6

Basic information

• Product Name: 5-Cyano-2-fluoropyridine
• Synonyms: 5-Cyano-2-fluoropyridine;6-FLUOROPYRIDINE-3-CARBONITRILE;6-fluoronicotinonitrile;6-fluroronicotinonitrile;6-Fluoro-3-pyridinecarbonitrile;Nicotinonitrile,6-fluoro- (7CI,8CI);2-Cyano-3-broMo-5-fluoropyridine;3-Pyridinecarbonitrile, 6-fluoro-
• CAS NO: 3939-12-6
• Molecular Formula: C₆H₃FN₂
• Molecular Weight: 122.1
• Product Categories: Heterocyclic Compounds
• Mol File: 3939-12-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 51-52℃
• Boiling Point: 223.768 °C at 760 mmHg
• Flash Point: 89.132 °C
• Appearance: Off-white/Solid
• Density: 1.240 g/cm³
• Vapor Pressure: 0.095mmHg at 25°C
• Refractive Index: 1.51
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -3.88±0.10(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 5-Cyano-2-fluoropyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Cyano-2-fluoropyridine(3939-12-6)
• EPA Substance Registry System: 5-Cyano-2-fluoropyridine(3939-12-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• RIDADR: 3439
• HazardClass: IRRITANT, IRRITANT-HARMFUL
• PackingGroup: Ⅲ
• Hazardous Substances Data: 3939-12-6(Hazardous Substances Data)

Usage

Uses

It is an important raw material and intermediate used in organic synthesis agrochemical, pharmaceutical and dyestuff field.

InChI:InChI=1/C6H3FN2/c7-6-2-1-5(3-8)4-9-6/h1-2,4H

Upstream product

• 33252-28-7 6-chloronicotinonitrile 

Downstream Products

• 501378-38-7 6-(piperidin-1-yl)nicotinonitrile 

Relevant articles and documents

Tetramethylammonium Fluoride Alcohol Adducts for SNAr Fluorination

Nucleophilic aromatic fluorination (SNAr) is among the most common methods for the formation of C(sp2)-F bonds. Despite many recent advances, a long-standing limitation of these transformations is the requirement for rigorously dry, aprotic conditions to maintain the nucleophilicity of fluoride and suppress the generation of side products. This report addresses this challenge by leveraging tetramethylammonium fluoride alcohol adducts (Me4NF·ROH) as fluoride sources for SNAr fluorination. Through systematic tuning of the alcohol substituent (R), tetramethylammonium fluoride tert-amyl alcohol (Me4NF·t-AmylOH) was identified as an inexpensive, practical, and bench-stable reagent for SNAr fluorination under mild and convenient conditions (80 °C in DMSO, without the requirement for drying of reagents or solvent). A substrate scope of more than 50 (hetero) aryl halides and nitroarene electrophiles is demonstrated.

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.