3-Formylpicolinonitrile

Base Information

• Chemical Name: 3-Formylpicolinonitrile
• CAS No.: 131747-66-5
• Molecular Formula: C₇H₄N₂O
• Molecular Weight: 132.122
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90563710
• Wikidata: Q82448189
• Mol file: 131747-66-5.mol

Synonyms:3-Formylpicolinonitrile;131747-66-5;3-Formyl-2-pyridinecarbonitrile;3-Formylpyridine-2-carbonitrile;MFCD07367918;2-PYRIDINECARBONITRILE, 3-FORMYL-;SCHEMBL14659250;3-formyl-pyridine-2-carbonitrile;DTXSID90563710;RKCGRQNFJCFRQN-UHFFFAOYSA-N;AKOS006286289;AB31409;AC-14262;AS-61247;SY046418;CS-0018926;P10442;A888376

Chemical Property of 3-Formylpicolinonitrile

Chemical Property:

• Vapor Pressure: 0.000123mmHg at 25°C
• Refractive Index: 1.553
• Boiling Point: 335 °C at 760 mmHg
• PKA: -2.12±0.10(Predicted)
• Flash Point: 156.4 °C
• PSA: 53.75000
• Density: 1.24 g/cm³
• LogP: 0.76578
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 132.032362755
• Heavy Atom Count: 10
• Complexity: 170

Purity/Quality:

98%min ^*data from raw suppliers

3-Formylpyridine-2-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)C#N)C=O

Technology Process of 3-Formylpicolinonitrile

There total 2 articles about 3-Formylpicolinonitrile 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:

3-Acetoxymethyl-2-cynaopyridine (131747-36-9) → 2-Cyano-3-pyridinecarboxaldehyde (131747-66-5)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. H₂SO₄ / tetrahydrofuran / 20 h / Heating

2: DMSO, N,N'-dicyclohexylcarbodiimide, H₃PO₄ / 1.5 h / Ambient temperature

With phosphoric acid; sulfuric acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; In tetrahydrofuran;

DOI:10.1248/cpb.38.2446

Reference yield:

3-(hydroxymethyl)pyridine-2-carbonitrile (131747-56-3) → 2-Cyano-3-pyridinecarboxaldehyde (131747-66-5)

Guidance literature:

With phosphoric acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; for 1.5h; Ambient temperature;

DOI:10.1248/cpb.38.2446

Reference yield: 22.4%

2-Cyano-3-pyridinecarboxaldehyde (131747-66-5) → 3-(hydroxymethyl)pyridine-2-carbonitrile (131747-56-3)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; for 15h;

upstream raw materials:

3-(hydroxymethyl)pyridine-2-carbonitrile

3-Acetoxymethyl-2-cynaopyridine

Downstream raw materials:

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

3-(hydroxymethyl)pyridine-2-carbonitrile

Refernces