2-Bromo-4-nitropyridine N-oxide

Base Information

• Chemical Name: 2-Bromo-4-nitropyridine N-oxide
• CAS No.: 52092-43-0
• Molecular Formula: C5H3BrN2O3
• Molecular Weight: 218.994
• Hs Code.: 2933399090
• European Community (EC) Number: 661-534-3
• NSC Number: 174130
• DSSTox Substance ID: DTXSID00397866
• Wikidata: Q72448736
• Mol file: 52092-43-0.mol

Synonyms:52092-43-0;2-bromo-4-nitropyridine 1-oxide;2-Bromo-4-nitropyridine N-oxide;2-Bromo-4-nitropyridine-n-oxide;2-bromo-4-nitro-1-oxidopyridin-1-ium;PYRIDINE, 2-BROMO-4-NITRO-, 1-OXIDE;2-BROMO-4-NITROPYRIDIN-1-IUM-1-OLATE;MFCD00160743;2-Bromo-4-nitropyridine1-oxide;SCHEMBL1424323;2-Bromo-4-nitropyridineN-oxide;DTXSID00397866;IRBDHXCXCSFNEQ-UHFFFAOYSA-N;2-Bromo-4-nitro-pyridine-N-oxide;AMY21924;CS1071;NSC174130;STK687778;AKOS005259387;MFCD001600743;NSC-174130;PB32150;AS-46490;SY014602;B3145;FT-0655220;2-Bromo-4-nitro-1-oxo-1lambda~5~-pyridine;2-bromanyl-4-nitro-1-oxidanidyl-pyridin-1-ium;A828919;J-508319

Chemical Property of 2-Bromo-4-nitropyridine N-oxide

Chemical Property:

• Melting Point: 143-146 °C
• Boiling Point: 430.2 °C at 760 mmHg
• PKA: -2.53±0.10(Predicted)
• Flash Point: 214 °C
• PSA: 71.28000
• Density: 1.98 g/cm³
• LogP: 2.30900
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 217.93270
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Bromo-4-nitropyridine N-oxide ^*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: 22-26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C[N+](=C(C=C1[N+](=O)[O-])Br)[O-]

Technology Process of 2-Bromo-4-nitropyridine N-oxide

There total 5 articles about 2-Bromo-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: 86.7%

2-bromopyridine-N-oxide (14305-17-0) → 2-bromo-4-nitropyridine N-oxide (52092-43-0)

Guidance literature:

With sulfuric acid; nitric acid; at 79 ℃; for 24h;

DOI:10.1021/acs.inorgchem.8b00433

Reference yield:

→ 2-bromo-4-nitropyridine N-oxide (52092-43-0)

Guidance literature:

With sulfuric acid; nitric acid; at 130 ℃;

DOI:10.1021/jo01116a007

Reference yield:

2-bromo-pyridine (109-04-6) → 2-bromo-4-nitropyridine N-oxide (52092-43-0)

Guidance literature:

Multi-step reaction with 2 steps

1: perbenzoic acid / CHCl₃ / 72 h / Ambient temperature

2: 77 percent / 96percent H₂SO₄, 96percent HNO₃ / 3 h / 130 °C

With Perbenzoic acid; sulfuric acid; nitric acid; In chloroform;

upstream raw materials:

2-bromopyridine-N-oxide

2-bromo-pyridine

Downstream raw materials:

6-bromo-4-chloro-2-cyanopyridine

2,4-dibromopyridine N-oxide

2-bromo-4-aminopyridine

2-bromo-4-nitropyridine

Refernces

• 1、 Garcia-Lago, Ramon,Alonso-Gomez, Jose-Lorenzo,Sicre, Cristina,Cid, Maria-Magdalena. "Synthesis of 2,4-dibromopyridine and 4,4'-dibromo-2,2'-bipyridine. Efficient usage in selective bromine-substitution under palladium-catalysis". . p. 57 - 64. Retrieved 2008/09/20.
• 2、 -. "POTASSIUM ION CHANNEL BLOCKERS". . . Retrieved 2008/06/13.