3939-14-8

Basic information

• Product Name: 2-FLUOROISONICOTINONITRILE
• Synonyms: 4-Cyano-2-fluoropyridine, 2-Fluoropyridine-4-carbonitrile;2-cyano-2-fluoro-1,2-dihydropyridine-4-carboxylic acid;2-fluoro-4-Pyridinecarbonitrile;4-Cyano-2-fluoropyridine, 97%, 97%;2-fluoropyridine-4-carbonitrile;4-Pyridinecarbonitrile, 2-fluoro-;2-FLUOROISONICOTINONITRILE;4-CYANO-2-FLUOROPYRIDINE
• CAS NO: 3939-14-8
• Molecular Formula: C₆H₃FN₂
• Molecular Weight: 122.0998232
• Product Categories: Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building BlocksHeterocyclic Building Blocks;New Products for Chemical Synthesis;Building Blocks;C5 to C6;C6;Chemical Synthesis;Fluorinated Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Heterocyclic Fluorinated Building Blocks;Other Fluorinated Heterocycles;blocks;Carboxes;Pyridines
• Mol File: 3939-14-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 34-36
• Boiling Point: 204.943 °C at 760 mmHg
• Flash Point: 82 °C
• Appearance: /
• Density: 1.249 g/cm³
• Vapor Pressure: 0.257mmHg at 25°C
• Refractive Index: 1.51
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -3.79±0.10(Predicted)
• Water Solubility: Insoluble in water.
• CAS DataBase Reference: 2-FLUOROISONICOTINONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-FLUOROISONICOTINONITRILE(3939-14-8)
• EPA Substance Registry System: 2-FLUOROISONICOTINONITRILE(3939-14-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 20/21/22-37/38-41
• Safety Statements: 26-36/37
• RIDADR: UN3439
• WGK Germany: 1
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 3939-14-8(Hazardous Substances Data)

Usage

Uses

4-Cyano-2-fluoropyridine is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.

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

Upstream product

• 383426-37-7 (2-fluoropyridin-4-yl)methan-N-hydroxyimine 
• 461-87-0 2-fluoro-4-methylpyridine 
• 33252-30-1 2-chloro-4-pyridinenitrile 

Downstream Products

• 916765-80-5 1-(2-{[(4-methoxyphenyl)methyl]amino}pyridin-4-yl)ethan-1-one 
• 383426-38-8 2-{[(1S)-1-phenylethyl]amino}isonicotinaldehyde 
• 618446-32-5 2-{[(4-methoxyphenyl)methyl]amino}pyridine-4-carbonitrile 
• 383426-39-9 2-{[(1S)-1-phenylethyl]amino}-isonicotinonitrile 

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.

Anhydrous Tetramethylammonium Fluoride for Room-Temperature SNAr Fluorination

This paper describes the room-temperature SNAr fluorination of aryl halides and nitroarenes using anhydrous tetramethylammonium fluoride (NMe4F). This reagent effectively converts aryl-X (X = Cl, Br, I, NO2, OTf) to aryl-F under mild conditions (often room temperature). Substrates for this reaction include electron-deficient heteroaromatics (22 examples) and arenes (5 examples). The relative rates of the reactions vary with X as well as with the structure of the substrate. However, in general, substrates bearing X = NO2 or Br react fastest. In all cases examined, the yields of these reactions are comparable to or better than those obtained with CsF at elevated temperatures (i.e., more traditional halex fluorination conditions). The reactions also afford comparable yields on scales ranging from 100 mg to 10 g. A cost analysis is presented, which shows that fluorination with NMe4F is generally more cost-effective than fluorination with CsF.

PTERIDINES AND THEIR USE AS AGROCHEMICALS

The present disclosure relates to 1- or 2-(4-(aryloxy)-phenyl)ethylamino-, oxy- or sulfanyl)pteridines and 1- or 2-(4-(heteroaryloxy)-phenyl)ethylamino-, oxy- or sulfanyl)pteridines and their use as agrochemicals and animal health products.