4-Nitro-2-picoline N-oxide

Base Information

• Chemical Name: 4-Nitro-2-picoline N-oxide
• CAS No.: 5470-66-6
• Molecular Formula: C6H6N2O3
• Molecular Weight: 154.125
• Hs Code.: 29333990
• European Community (EC) Number: 628-037-3
• NSC Number: 27962
• UNII: 4HE74V4WGL
• DSSTox Substance ID: DTXSID30203168
• Wikidata: Q72495939
• ChEMBL ID: CHEMBL4569291
• Mol file: 5470-66-6.mol

Synonyms:5470-66-6;4-Nitro-2-picoline N-oxide;2-Methyl-4-nitropyridine N-oxide;2-Methyl-4-nitropyridine 1-oxide;2-Methyl-4-nitropyridine-N-oxide;4-Nitro-2-picoline-N-oxide;2-methyl-4-nitro-1-oxidopyridin-1-ium;Pyridine, 2-methyl-4-nitro-, 1-oxide;NSC 27962;2-methyl-4-nitropyridin-1-ium-1-olate;AI3-60232;MFCD00014625;BRN 0135501;4HE74V4WGL;2-methyl-4-nitropyridinium-1-olate;4-Nitropyridine-2-picoline-N-oxide;NSC-27962;4-NITRO-2-METHYLPYRIDINE N-OXIDE;5-20-05-00503 (Beilstein Handbook Reference);UNII-4HE74V4WGL;4-Nitro-2-picolineN-oxide;4-Nitro-a-picoline N-oxide;4-nitro 2-picoline-N-oxide;4-nitro-2-picoline-1-oxide;SCHEMBL351824;CHEMBL4569291;DTXSID30203168;2- Methyl-4- nitropyridine oxide;2-methyl-4-nitropyridine-1-oxide;2-Picoline, 4-nitro-, 1-oxide;4-Nitro-2-methylpyridine 1-oxide;4-Nitro-2-methylpyridine-N-oxide;2-methyl-4-nitro-pyridine-n-oxide;2-Methyl-4-nitro pyridine-N-oxide;4-nitro-2-methyl pyridine N-oxide;4-nitro-2-methyl-pyridine N-oxide;BCP27341;NSC27962;2-methyl-4-nitro-1-pyridiniumolate;STK787915;AKOS000278200;AC-6239;GS-6847;PB15611;SDCCGMLS-0064708.P001;2-Methyl-4-nitropyridine N-oxide, 97%;SY013132;LS-131811;A7947;AM20061309;FT-0619191;M2114;EN300-105768;AC-907/30003032;W-203066;Z56756155

Chemical Property of 4-Nitro-2-picoline N-oxide

Chemical Property:

• Appearance/Colour: Yellow solid
• Melting Point: 155-159 °C(lit.)
• Refractive Index: 1.5100 (estimate)
• Boiling Point: 404.01 °C at 760 mmHg
• PKA: -1.18±0.10(Predicted)
• Flash Point: 198.138 °C
• PSA: 71.28000
• Density: 1.363 g/cm³
• LogP: 1.85490
• Storage Temp.: 2-8°C
• Solubility.: DMSO, Methanol
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 154.03784206
• Heavy Atom Count: 11
• Complexity: 156

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-4-nitropyridine N-oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-40
• Safety Statements: 22-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=[N+](C=CC(=C1)[N+](=O)[O-])[O-]
• Uses: A nitroheterocyclic compound and its potential suitability as radiosensitizer for cancer radiotherapy.

Technology Process of 4-Nitro-2-picoline N-oxide

There total 7 articles about 4-Nitro-2-picoline 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: 98.0%

2-methylpyridine N-oxide (931-19-1) → 2-methyl-4-nitropyridine N-oxide (5470-66-6)

Guidance literature:

With sulfuric acid; nitric acid; at 160 ℃; for 2h;

DOI:10.1039/dt9960002197

Reference yield: 98.0%

α-picoline (109-06-8) → 2-methyl-4-nitropyridine N-oxide (5470-66-6)

Guidance literature:

With sulfuric acid; nitric acid; at 95 ℃; for 22h;

DOI:10.1021/jm00025a008

Reference yield: 44.0%

4-nitraminopyridine N-oxide (1124-33-0) + bis(1-methyl-1-phenylethyl)peroxide (80-43-3) → 2-methyl-4-nitropyridine N-oxide (5470-66-6) + 4-nitro-2,6-lutidine-1-oxide (4808-64-4)

Guidance literature:

In neat (no solvent); at 120 ℃; for 24h; Sealed tube; Inert atmosphere; Schlenk technique;

DOI:10.1039/c5ob01900a

upstream raw materials:

2-methylpyridine N-oxide

α-picoline

sulfuric acid

nitric acid

Downstream raw materials:

2-Methyl-4-(2,2,2-trichloroethoxy)pyridine N-oxide

2-Methyl-4-(2,2,2-trifluoro-ethoxy)-pyridine 1-oxide

4-(2,2,3,3-tetrafluoropropoxy)-2-methylpyridine N-oxide

2-Methyl-4-(2,2,3,3,3-pentafluoropropoxy)pyridine N-oxide

Refernces

• 1、 -. "ANTIBIOTIC COMPOUNDS". Page/Page column 175. . Retrieved 2018/03/25.
• 2、 Yang, Feng,Wang, Xiao,Pan, Bin-Bin,Su, Xun-Cheng. "Single-armed phenylsulfonated pyridine derivative of DOTA is rigid and stable paramagnetic tag in protein analysis". supporting information. p. 11535 - 11538. Retrieved 2016/10/03.