2-CHLORO-3-FLUORO-4-NITROPYRIDINE N-OXIDE

Base Information

• Chemical Name: 2-CHLORO-3-FLUORO-4-NITROPYRIDINE N-OXIDE
• CAS No.: 101664-56-6
• Molecular Formula: C5H2ClFN2O3
• Molecular Weight: 192.534
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40426821
• Wikidata: Q72451015
• Mol file: 101664-56-6.mol

Synonyms:2-chloro-3-fluoro-4-nitropyridin-1-ol;2-Chloro-3-fluoro-4-nitropyridine-n-oxide;2-chloro-3-fluoro-4-nitropyridine 1-oxide;2-Chlor-3-fluor-4-nitropyridin-1-oxid;

Chemical Property of 2-CHLORO-3-FLUORO-4-NITROPYRIDINE N-OXIDE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 176-178 °C
• Refractive Index: 1.606
• Boiling Point: 428.758 °C at 760 mmHg
• PKA: -3.24±0.10(Predicted)
• Flash Point: 213.106 °C
• PSA: 71.28000
• Density: 1.748 g/cm³
• LogP: 2.33900
• Water Solubility.: Insoluble in water.
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 191.9737978
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

99% ^*data from raw suppliers

2-Chloro-3-fluoro-4-nitropyridine 1-oxide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system a
• Hazard Codes: R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system a
• Statements: 23/24/25-36/37/38
• Safety Statements: 22-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C[N+](=C(C(=C1[N+](=O)[O-])F)Cl)[O-]
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of 2-CHLORO-3-FLUORO-4-NITROPYRIDINE N-OXIDE

There total 4 articles about 2-CHLORO-3-FLUORO-4-NITROPYRIDINE N-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: 2.2%

2-Chlor-3-fluorpyridin-1-oxid (85386-94-3) → 2-chloro-3-fluoro-6-nitro-pyridine-N-oxide (101664-60-2) + 2-Chlor-3-fluor-4-nitropyridin-1-oxid (101664-56-6)

Guidance literature:

With sulfuric acid; sulfur trioxide; nitric acid; for 1h; Heating;

Reference yield:

2-chloro-3-fluoropyridine (17282-04-1) → 2-Chlor-3-fluor-4-nitropyridin-1-oxid (101664-56-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / (CH₃CO)2O, 30percent H₂O₂ / 12 h / 80 °C

2: 44 percent / conc. H₂SO₄/H₂SO₄ (20percent SO₃) (1:1); H₂SO₄ (20percent SO₃)/100percent HNO₃ / 1 h / Heating

With sulfuric acid; sulfur trioxide; dihydrogen peroxide; nitric acid; acetic anhydride;

Reference yield:

pyridin-3-ylamine (462-08-8) → 2-Chlor-3-fluor-4-nitropyridin-1-oxid (101664-56-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / 15percent H₂O₂, conc. HCl

2: 38 percent

3: 54 percent / acetic anhydride, 30percent H₂O₂

4: 42 percent / 100percent HNO₃/ 100percent H₂SO₄ containing 10percent SO₃

With hydrogenchloride; sulfuric acid; sulfur trioxide; dihydrogen peroxide; nitric acid; acetic anhydride;

DOI:10.1016/S0040-4039(00)94981-5

upstream raw materials:

2-Chlor-3-fluorpyridin-1-oxid

2-chloro-3-fluoropyridine

pyridin-3-ylamine

2-chloro-3-aminopyridine

Downstream raw materials:

4-bromo-3-(3-chloro-5-iodophenoxy)pyridin-2-ol

3-[(4-bromo-2-hydroxypyridin-3-yl)oxy]-5-chlorobenzonitrile

2,4-dibromo-3-(3-chloro-5-iodophenoxy)pyridine

3-(3-bromo-5-chlorophenoxy)-4-chloropyridin-2-ol

Refernces

• 1、 Dehmlow, Eckehard, V.,Schulz, Hans-Joachim. "SYNTHESIS OF ORELLANINE, THE LETHAL POISON OF A TOADSTOOL". . p. 4903 - 4906. Retrieved 2007/10/02.