2-Cyano-6-fluoropyridine

Base Information

• Chemical Name: 2-Cyano-6-fluoropyridine
• CAS No.: 3939-15-9
• Molecular Formula: C6H3FN2
• Molecular Weight: 122.102
• Hs Code.: 29333990
• European Community (EC) Number: 623-604-1
• DSSTox Substance ID: DTXSID00558612
• Wikidata: Q72476752
• Mol file: 3939-15-9.mol

Synonyms:2-Cyano-6-fluoropyridine;3939-15-9;6-Fluoropicolinonitrile;6-fluoropyridine-2-carbonitrile;MFCD09263323;2-Pyridinecarbonitrile, 6-fluoro-;6-fluoro-2-cyanopyridine;2-Fluoro-6-cyanopyridine;6-fluoropicolinonitrile;SCHEMBL506943;DTXSID00558612;NVOLTPVZQXTZCW-UHFFFAOYSA-N;AMY12469;AKOS005255032;6-Fluoropyridine-2-carbonitrile, 95%;AB50189;CS-W008396;PS-9218;AC-26230;SY040540;EN300-99870;A26163;A26184;Z1255391482

Chemical Property of 2-Cyano-6-fluoropyridine

Chemical Property:

• Appearance/Colour: Light yellow cryst.
• Vapor Pressure: 0.054mmHg at 25°C
• Melting Point: 32-35 °C
• Refractive Index: 1.509
• Boiling Point: 234.1 °C at 760 mmHg
• PKA: -5.98±0.10(Predicted)
• Flash Point: 95.4 °C
• Density: 1.25 g/cm³
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 122.02802627
• Heavy Atom Count: 9
• Complexity: 137

Purity/Quality:

99% ^*data from raw suppliers

2-Cyano-6-fluoropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xi, Xn
• Hazard Codes: T,Xi,Xn
• Statements: 20/21/22-37/38-41
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC(=C1)F)C#N
• Uses: It is used as primary and secondary intermediate.

Technology Process of 2-Cyano-6-fluoropyridine

There total 3 articles about 2-Cyano-6-fluoropyridine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 65.0%

sodium cyanide (773837-37-9) + 2,6-difluoro pyridine (1513-65-1) → pyridine-2,6-dinitrile (2893-33-6) + 6-fluoropyridine-2-carbonitrile (3939-15-9)

Guidance literature:

In dimethyl sulfoxide; at 30 ℃; for 24h; Inert atmosphere;

DOI:10.1002/jlcr.1889

Reference yield:

2-Cyanopyridine (100-70-9,1232006-36-8) → 6-fluoropyridine-2-carbonitrile (3939-15-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / LiBF₄, 20 percentF₂/N₂ / acetonitrile / -40 °C

2: 79 percent Chromat_. / pyridine / 0.08 h / Ambient temperature

With pyridine; lithium tetrafluoroborate; fluorine; In acetonitrile;

DOI:10.1021/jo00268a041

Reference yield:

N-Fluoro-2-cyanopyridinium tetrafluoroborate (119071-55-5) → 6-fluoropyridine-2-carbonitrile (3939-15-9)

Guidance literature:

With pyridine; for 0.0833333h; Ambient temperature;

DOI:10.1021/jo00268a041

upstream raw materials:

N-Fluoro-2-cyanopyridinium tetrafluoroborate

2-Cyanopyridine

sodium cyanide

2,6-difluoro pyridine

Downstream raw materials:

2-Fluoro-6-(1H-imidazol-2-yl)-pyridine

6-(4-methylpiperazin-1-yl)picolinonitrile

6-(morpholin-4-yl)pyridine-2-carbonitrile

(2S,4R)-1-(6-cyanopyridin-2-yl)-4-hydroxy-N-(4-(4-methylthiazol-5-yl)benzyl)pyrrolidine-2-carboxamide

Refernces

• 1、 Umemoto, Teruo,Tomizawa, Ginjiro. "Preparation of 2-Fluoropyridines via Base-Induced Decomposition of N-Fluoropyridinium Salts". . p. 1726 - 1731. Retrieved 2007/10/02.