Pyridine-2,5-dicarbonitrile

Base Information

• Chemical Name: Pyridine-2,5-dicarbonitrile
• CAS No.: 20730-07-8
• Molecular Formula: C7H3 N3
• Molecular Weight: 129.12
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60482843
• Nikkaji Number: J478.424C
• Wikidata: Q82319657
• Mol file: 20730-07-8.mol

Synonyms:Pyridine-2,5-dicarbonitrile;20730-07-8;2,5-Dicyanopyridine;2,5-PYRIDINEDICARBONITRILE;2,5-Pyridinedicarbonitrile(6CI,8CI,9CI);YSWG443;pyridine-2, 5-dicarbonitrile;5-cyanopyridine-2-carbonitrile;SCHEMBL1026572;DTXSID60482843;YXHPFSCDWSLLRT-UHFFFAOYSA-N;MFCD00461290;AKOS006274485;AB11965;DS-4422;CS-0046305;A879472

Chemical Property of Pyridine-2,5-dicarbonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 111-112 °C
• Refractive Index: 1.568
• Boiling Point: 325.272°C at 760 mmHg
• PKA: -3.77±0.10(Predicted)
• Flash Point: 115.922°C
• PSA: 60.47000
• Density: 1.254g/cm³
• LogP: 0.82496
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 129.032697108
• Heavy Atom Count: 10
• Complexity: 203

Purity/Quality:

NLT 98% ^*data from raw suppliers

Pyridine-2,5-dicarbonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1C#N)C#N

Technology Process of Pyridine-2,5-dicarbonitrile

There total 11 articles about Pyridine-2,5-dicarbonitrile 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: 95.0%

6-chloronicotinonitrile (33252-28-7) + 2-hydroxy-2-methylpropanenitrile (75-86-5) → Pyridine-2,5-dicarbonitrile (20730-07-8)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; [Pd(cinnamyl)Cl]2; N-ethyl-N,N-diisopropylamine; In isopropyl alcohol; at 80 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.oprd.6b00229

Reference yield: 64.0%

pyridine-2,5-dicarboxylic acid diamide (4663-96-1) → Pyridine-2,5-dicarbonitrile (20730-07-8)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1021/jo502865f

Reference yield: 53.0%

3-cyanopyridine N-oxide (14906-64-0) + sodium cyanide (143-33-9,25596-52-5) → Pyridine-2,5-dicarbonitrile (20730-07-8) + Pyridine-2,3-dicarbonitrile (17132-78-4)

Guidance literature:

With chloro-trimethyl-silane; triethylamine; In N,N-dimethyl-formamide; at 100 - 110 ℃; for 8h;

upstream raw materials:

pyridine-2,5-dicarboxylic acid diamide

3-cyanopyridine N-oxide

trimethylsilyl cyanide

sodium cyanide

Downstream raw materials:

2-(pyrrolidin-1-yl)-5-cyanopyridine

Refernces

• 1、 Lin, Yuanguang,Song, Qiuling. "Cleavage of the Carbon–Carbon Triple Bonds of Arylacetylenes for the Synthesis of Arylnitriles without a Metal Catalyst". supporting information. p. 3056 - 3059. Retrieved 2016/07/12.
• 2、 Saurambaeva,Sembaev. "Effect of reaction medium on the composition of vanadium-titanium catalyst in oxidative ammonolysis of alkylpyridines". . p. 1104 - 1107. Retrieved 2007/10/03.