2-Fluoro-6-hydroxypyridine

Base Information

• Chemical Name: 2-Fluoro-6-hydroxypyridine
• CAS No.: 50543-23-2
• Molecular Formula: C5H4FNO
• Molecular Weight: 113.09
• Hs Code.: 2933399090
• European Community (EC) Number: 676-318-4
• DSSTox Substance ID: DTXSID70376542
• Nikkaji Number: J2.280.439A
• Wikidata: Q72480044
• Mol file: 50543-23-2.mol

Synonyms:2-Fluoro-6-hydroxypyridine;6-Fluoropyridin-2-ol;50543-23-2;6-fluoro-1H-pyridin-2-one;2(1H)-Pyridinone, 6-fluoro-;MFCD03092938;6-Fluoro-2-hydroxypyridine;6-fluoro-2-pyridinol;6-Fluoropyridine-2-ol;6-fluoro-2-hydroxy-pyridine;6-Fluoro-2(1H)-pyridinone;SCHEMBL3834960;SCHEMBL8246393;DTXSID70376542;AJRUXHIEYSYRQJ-UHFFFAOYSA-N;AMY12470;BBL101100;STL554894;AKOS005256749;CS-W022502;SB53346;2-Fluoro-6-hydroxypyridine, AldrichCPR;AS-14967;SY047066;FT-0646271;EN300-193864;A828162;J-518753

Chemical Property of 2-Fluoro-6-hydroxypyridine

Chemical Property:

• Vapor Pressure: 0.00585mmHg at 25°C
• Melting Point: 125-129℃
• Refractive Index: 1.508
• Boiling Point: 273.1 °C at 760 mmHg
• PKA: 6.63±0.10(Predicted)
• Flash Point: 119 °C
• PSA: 33.12000
• Density: 1.26 g/cm³
• LogP: 0.92630
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 113.027691913
• Heavy Atom Count: 8
• Complexity: 171

Purity/Quality:

98%min ^*data from raw suppliers

2-Fluoro-6-hydroxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=O)NC(=C1)F

Technology Process of 2-Fluoro-6-hydroxypyridine

There total 1 articles about 2-Fluoro-6-hydroxypyridine 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:

1,3-Difluorobenzene (372-18-9) → 2-fluoro-6-hydroxypyridine (50543-23-2)

Guidance literature:

In toluene;

Reference yield: 73.0%

2-fluoro-6-hydroxypyridine (50543-23-2) + 2-(dimethyl(oxo)-λ6-sulfaneylidene)-1-phenylethan-1-one (20718-17-6) → 6-fluoro-1-(2-oxo-2-phenylethyl)pyridin-2(1H)-one

Guidance literature:

With pentamethylcyclopentadienyl bis(triphenylphosphine)ruthenium(II) chloride; In dichloromethane; at 60 ℃; for 4h; Sealed tube; Inert atmosphere;

DOI:10.1021/acs.orglett.0c04229

Reference yield:

2-fluoro-6-hydroxypyridine (50543-23-2) → 4-fluoropyridin-2-yl-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate + 4-fluoropyridin-2-yl-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 12 h / 0 °C / Inert atmosphere

2: tetrahydrofuran / 8 h / 90 °C / Inert atmosphere

With triethylamine; In tetrahydrofuran; dichloromethane; 2: |Diels-Alder Cycloaddition;

DOI:10.1016/j.ejmech.2020.112281

upstream raw materials:

1,3-Difluorobenzene

Refernces