5-Fluoro-2-methyl-4-nitropyridine 1-oxide

Base Information

• Chemical Name: 5-Fluoro-2-methyl-4-nitropyridine 1-oxide
• CAS No.: 113209-88-4
• Molecular Formula: C6H5FN2O3
• Molecular Weight: 172.115
• European Community (EC) Number: 898-844-5
• DSSTox Substance ID: DTXSID50599237
• Wikidata: Q82495111
• Mol file: 113209-88-4.mol

Synonyms:5-fluoro-2-methyl-4-nitropyridine 1-oxide;113209-88-4;5-Fluoro-2-methyl-4-nitropyridine N-oxide;5-fluoro-2-methyl-4-nitro-1-oxidopyridin-1-ium;MFCD12828024;Pyridine, 5-fluoro-2-methyl-4-nitro-, 1-oxide;5-FLUORO-2-METHYL-4-NITROPYRIDIN-1-IUM-1-OLATE;Pyridine, 5-fluoro-2-methyl-4-nitro-, 1-oxide;SCHEMBL5258907;DTXSID50599237;BWNXTHJYONDSFG-UHFFFAOYSA-N;5-Fluoro-4-nitro-2-picoline-N-oxide;AKOS025404298;SB53501;AS-31148;SY025429;5-fluoro-2-methyl-4-nitropyridine1-oxide;DB-083237;EN300-6477341;5-Fluoro-2-methyl-4-nitro-1-oxo-1lambda~5~-pyridine

Chemical Property of 5-Fluoro-2-methyl-4-nitropyridine 1-oxide

Chemical Property:

• Boiling Point: 422.4±40.0 °C(Predicted)
• PKA: -1.89±0.10(Predicted)
• PSA: 71.28000
• Density: 1.48±0.1 g/cm3(Predicted)
• LogP: 1.99400
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 172.02842019
• Heavy Atom Count: 12
• Complexity: 184

Purity/Quality:

97% ^*data from raw suppliers

5-Fluoro-2-methyl-4-nitropyridine1-Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=[N+]1[O-])F)[N+](=O)[O-]

Technology Process of 5-Fluoro-2-methyl-4-nitropyridine 1-oxide

There total 3 articles about 5-Fluoro-2-methyl-4-nitropyridine 1-oxide 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: 90.0%

2‐methyl‐5‐fluoropyridine 1‐oxide (45673-79-8) → 5-fluoro-2-methyl-4-nitropyridine 1-oxide (113209-88-4)

Guidance literature:

With sulfuric acid; nitric acid; at 0 - 90 ℃; for 2h;

DOI:10.1021/ml500353p

Reference yield:

2‐methyl‐5‐fluoropyridine (31181-53-0) → 5-fluoro-2-methyl-4-nitropyridine 1-oxide (113209-88-4)

Guidance literature:

Multi-step reaction with 2 steps

1: m-chloroperbenzoic acid / CH₂Cl₂ / 16 h / Ambient temperature

2: 72 percent / HNO₃, 30percent oleum, conc. H₂SO₄ / 1) 5 deg C to RT, 1 h, 2) steam bath, 2 h

With sulfuric acid; nitric acid; 3-chloro-benzenecarboperoxoic acid; In dichloromethane;

DOI:10.1021/jm00128a046

Reference yield:

5-Amino-2-methylpyridine (80287-53-2,3430-14-6) → 5-fluoro-2-methyl-4-nitropyridine 1-oxide (113209-88-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1) NaNO₂, conc. HCl, 2) hexafluorophosphoric acid / 1) H₂O, -5 to 0 deg C, 5 min

2: m-chloroperbenzoic acid / CH₂Cl₂ / 16 h / Ambient temperature

3: 72 percent / HNO₃, 30percent oleum, conc. H₂SO₄ / 1) 5 deg C to RT, 1 h, 2) steam bath, 2 h

With hydrogenchloride; hexafluorophosphoric acid; sulfuric acid; nitric acid; 3-chloro-benzenecarboperoxoic acid; sodium nitrite; In dichloromethane;

DOI:10.1021/jm00128a046

upstream raw materials:

2‐methyl‐5‐fluoropyridine 1‐oxide

5-Amino-2-methylpyridine

2‐methyl‐5‐fluoropyridine

Downstream raw materials:

5-methoxy-2-methyl-4-nitro-pyridine-1-oxide

4-chloro-5-fluoro-2-(hydroxymethyl)pyridine

4-chloro-5-fluoro-2-methylpyridin-1-ium-1-olate