4-Nitropicolinaldehyde

Base Information

• Chemical Name: 4-Nitropicolinaldehyde
• CAS No.: 108338-19-8
• Molecular Formula: C6H4N2O3
• Molecular Weight: 152.109
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50561878
• Nikkaji Number: J2.662.321I
• Wikidata: Q72496031
• Mol file: 108338-19-8.mol

Synonyms:4-Nitropicolinaldehyde;108338-19-8;4-Nitropyridine-2-carbaldehyde;2-Pyridinecarboxaldehyde, 4-nitro-;SCHEMBL2085482;DTXSID50561878;XWFNGAKFHUOJCQ-UHFFFAOYSA-N;MFCD07374896;ZB0355;AKOS006285848;AB40661;4-NITRO-PYRIDINE-2-CARBALDEHYDE;AS-50516;P10467

Chemical Property of 4-Nitropicolinaldehyde

Chemical Property:

• Vapor Pressure: 0.00515mmHg at 25°C
• Refractive Index: 1.627
• Boiling Point: 275.3°C at 760 mmHg
• PKA: -1.21±0.10(Predicted)
• Flash Point: 120.3°C
• PSA: 75.78000
• Density: 1.432g/cm³
• LogP: 1.32550
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 152.02219199
• Heavy Atom Count: 11
• Complexity: 166

Purity/Quality:

97% ^*data from raw suppliers

4-Nitropicolinaldehyde 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 4-Nitropicolinaldehyde

There total 7 articles about 4-Nitropicolinaldehyde 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: 68.0%

4-nitro-2-(hydroxymethyl)pyridine (98197-88-7) → 4-nitro-2-pyridinecarboxaldehyde (108338-19-8)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 25 ℃; for 72h;

DOI:10.1016/j.tetlet.2008.10.027

Reference yield:

2-methyl-4-nitropyridine N-oxide (5470-66-6) → 4-nitro-2-pyridinecarboxaldehyde (108338-19-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 21.9 percent / 0.33 h / 110 - 120 °C

2: 92.4 percent / 10percent aq. HCl / 1 h / 70 - 80 °C

3: 2.51 g / MnO₂ / CHCl₃ / 48 h / Heating

With hydrogenchloride; manganese(IV) oxide; In chloroform;

DOI:10.1246/bcsj.66.797

Reference yield:

2-methylpyridine N-oxide (931-19-1) → 4-nitro-2-pyridinecarboxaldehyde (108338-19-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 95 percent / H₂SO₄, fuming HNO₃ / 2 h / 100 - 105 °C

2: 18 percent / Heating

3: 74 percent / aq. NaOH / methanol / 1.5 h / Ambient temperature

4: 66 percent / DMSO, N,N'-dicyclohexylcarbodiimide, H₃PO₄ / 1.5 h / Ambient temperature

With sodium hydroxide; phosphoric acid; sulfuric acid; nitric acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In methanol;

DOI:10.1248/cpb.38.2446

upstream raw materials:

4-nitro-2-(hydroxymethyl)pyridine

2-hydroxymethyl-4-nitropyridine

2-methyl-4-nitropyridine N-oxide

2-acetoxymethyl-4-nitropyridine

Downstream raw materials:

2-(N-Benzyl-N-methylamino)ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(4-nitro-2-pyridyl)-3,5-pyridinedicarboxylate

4-bromo-2-pyridinecarboxaldehyde