3-Nitroisonicotinic acid

Base Information

• Chemical Name: 3-Nitroisonicotinic acid
• CAS No.: 59290-82-3
• Molecular Formula: C6H4N2O4
• Molecular Weight: 168.11
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID80376578
• Nikkaji Number: J1.053.385F
• Wikidata: Q72494903
• Mol file: 59290-82-3.mol

Synonyms:3-nitroisonicotinic acid;59290-82-3;3-nitropyridine-4-carboxylic Acid;3-Nitro-isonicotinic acid;4-Pyridinecarboxylic acid, 3-nitro-;3-Nitro-4-pyridinecarboxylic acid;MFCD04114244;3-NitroisonicotinicAcid;nitroisonicotinic acid;3-Nitro Iso Nicotinic Acid;SCHEMBL1231890;DTXSID80376578;YKPIUHZVTZWEEW-UHFFFAOYSA-N;AKOS006280973;CS-W003167;PB26123;AS-18652;SY022682;A8337;AM20061363;FT-0646803;J-512974

Chemical Property of 3-Nitroisonicotinic acid

Chemical Property:

• Vapor Pressure: 1.56E-09mmHg at 25°C
• Melting Point: ca 220℃
• Refractive Index: 1.624
• Boiling Point: 467.3 °C at 760 mmHg
• PKA: 1.38±0.25(Predicted)
• Flash Point: 236.4 °C
• PSA: 96.01000
• Density: 1.57 g/cm³
• LogP: 1.21120
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 168.01710661
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

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

3-Nitroisonicotinic acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC(=C1C(=O)O)[N+](=O)[O-]

Technology Process of 3-Nitroisonicotinic acid

There total 4 articles about 3-Nitroisonicotinic acid 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: 86.0%

pyridine-4-carboxylic acid (55-22-1) → 3-nitropyridine-4-carboxylic acid (59290-82-3)

Guidance literature:

With sodium nitrate; sulfuric acid; nitric acid; at 20 - 65 ℃; for 5h; Temperature;

Reference yield:

3-nitro-4-methylpyridine (5832-44-0) → 3-nitropyridine-4-carboxylic acid (59290-82-3)

Guidance literature:

With potassium permanganate; water;

DOI:10.1021/ja01641a016

Reference yield:

2-hydroxy-4-methyl-3-nitropyridine (21901-18-8) → 3-nitropyridine-4-carboxylic acid (59290-82-3)

Guidance literature:

Multi-step reaction with 3 steps

1: phosphorus (V)-chloride; phosphoryl chloride / 115 °C

2: copper-powder; benzoic acid / 150 °C

3: KMnO₄; H₂O

With potassium permanganate; phosphorus pentachloride; water; copper; benzoic acid; trichlorophosphate;

DOI:10.1021/ja01641a016

upstream raw materials:

3-nitro-4-methylpyridine

pyridine-4-carboxylic acid

2-hydroxy-4-methyl-3-nitropyridine

2-chloro-3-nitro-4-methylpyridine

Downstream raw materials:

3-Aminopyridine-4-carboxylic acid

3-amino-N-methylisonicotinamide

Refernces

• 1、 Bakke, Jan M.,Ranes, Eli,Riha, Jaroslav,Svensen, Harald. "The synthesis of β-nitropyridine compounds". . p. 141 - 144. Retrieved 2007/10/03.