2-Cyano-5-fluoropyridine

Base Information

• Chemical Name: 2-Cyano-5-fluoropyridine
• CAS No.: 327056-62-2
• Molecular Formula: C6H3FN2
• Molecular Weight: 122.102
• Hs Code.: 2933399090
• European Community (EC) Number: 627-618-9
• DSSTox Substance ID: DTXSID90462537
• Nikkaji Number: J3.018.574I
• Wikidata: Q72458261
• Mol file: 327056-62-2.mol

Synonyms:2-Cyano-5-fluoropyridine;327056-62-2;5-fluoropyridine-2-carbonitrile;5-fluoropicolinonitrile;5-FLUORO-2-PYRIDINECARBONITRILE;5-Fluoro-pyridine-2-carbonitrile;MFCD08741371;2-Cyano-5-fluorpyridine;2-PYRIDINECARBONITRILE, 5-FLUORO-;5-FLUORO-2-CYANOPYRIDINE;SCHEMBL185279;5-luoropyridine-2-carbonitrile;DTXSID90462537;2-Cyano-5-fluoropyridine, 97%;BHXHRMVSUUPOLX-UHFFFAOYSA-N;CHEBI:194641;BCP24585;CL8876;AKOS005063995;AB48767;AS-5571;CS-W009246;HY-34656;SY009292;A5844;AM20051069;C3286;FT-0649373;EN300-96551;J-018847;J-517556

Chemical Property of 2-Cyano-5-fluoropyridine

Chemical Property:

• Vapor Pressure: 0.152mmHg at 25°C
• Melting Point: 41-44 °C
• Refractive Index: 1.509
• Boiling Point: 214.9 °C at 760 mmHg
• PKA: -2.74±0.10(Predicted)
• Flash Point: 83.8 °C
• PSA: 36.68000
• Density: 1.24 g/cm³
• LogP: 1.09238
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1
• 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

5-Fluoropyridine-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N
• Hazard Codes: Xn,N
• Statements: 22-41-50/53
• Safety Statements: 26-39-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1F)C#N

Technology Process of 2-Cyano-5-fluoropyridine

There total 3 articles about 2-Cyano-5-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: 72.0%

2-cyano-5-chloropyridine (89809-64-3) → 5-fluoropicolinonitrile (327056-62-2)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 210 - 220 ℃; for 4h;

Reference yield:

5-amino-2-cyanopyridine (55338-73-3) → 2-Cyanopyridine (100-70-9,1232006-36-8) + 5-fluoropicolinonitrile (327056-62-2)

Guidance literature:

5-amino-2-cyanopyridine; With lithium tetrafluoroborate; tert.-butylnitrite; trifluoroacetic acid; In acetic acid butyl ester; at 20 ℃; for 0.0166667h;

With toluene; In acetic acid butyl ester; at 95 ℃; for 0.166667h; Solvent; Reagent/catalyst; Temperature;

DOI:10.1016/j.tet.2019.05.020

Reference yield:

5-amino-2-cyanopyridine (55338-73-3) → 5-fluoropicolinonitrile (327056-62-2) + 5-fluoro-2-pyridinecarboxamide (499796-71-3)

Guidance literature:

5-amino-2-cyanopyridine; With lithium tetrafluoroborate; tert.-butylnitrite; trifluoroacetic acid; In acetic acid butyl ester; at 20 ℃; for 0.0166667h;

In acetic acid butyl ester; at 95 ℃; for 0.166667h; Overall yield = 64.2 %Chromat.;

DOI:10.1016/j.tet.2019.05.020

upstream raw materials:

2-cyano-5-chloropyridine

5-amino-2-cyanopyridine

Downstream raw materials:

1-(5-fluoropyridin-2-yl)ethan-1-one

5-fluoropicolinaldehyde

5-fluoropicolinic acid

5-fluoro-N'-hydroxypyridine-2-carboximidamide