4-Cyano-3,5-diiodopyridine

Base Information

• Chemical Name: 4-Cyano-3,5-diiodopyridine
• CAS No.: 827616-50-2
• Molecular Formula: C₆H₂I₂N₂
• Molecular Weight: 355.904
• Hs Code.: 2933399990
• European Community (EC) Number: 678-738-3
• DSSTox Substance ID: DTXSID20479395
• Nikkaji Number: J2.121.238E
• Wikidata: Q82313402
• Mol file: 827616-50-2.mol

Synonyms:4-CYANO-3,5-DIIODOPYRIDINE;827616-50-2;3,5-DIIODOPYRIDINE-4-CARBONITRILE;3,5-Diiodoisonicotinonitrile;DTXSID20479395;CIB61650;AKOS015991285;BS-2106;CS-0326332

Chemical Property of 4-Cyano-3,5-diiodopyridine

Chemical Property:

• Vapor Pressure: 1.43E-06mmHg at 25°C
• Refractive Index: 1.769
• Boiling Point: 398.8 °C at 760 mmHg
• Flash Point: 195 °C
• PSA: 36.68000
• Density: 2.68 g/cm³
• LogP: 2.16248
• Sensitive.: Light Sensitive
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 355.83074
• Heavy Atom Count: 10
• Complexity: 152

Purity/Quality:

99% ^*data from raw suppliers

4-Cyano-3,5-diiodopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=C(C=N1)I)C#N)I

Technology Process of 4-Cyano-3,5-diiodopyridine

There total 3 articles about 4-Cyano-3,5-diiodopyridine 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: 54.0%

C15H21LiN3(1-)*Li(1+) → 3-iodoisonicotinonitrile (10386-28-4) + 3,5-diiodoisonicotinonitrile (827616-50-2)

Guidance literature:

With iodine; In tetrahydrofuran; at -80 ℃; for 0.75h;

DOI:10.1016/j.tetlet.2004.11.021

Reference yield: 30.0%

pyridine-4-carbonitrile (100-48-1) → 3-iodoisonicotinonitrile (10386-28-4) + 3,5-diiodoisonicotinonitrile (827616-50-2)

Guidance literature:

pyridine-4-carbonitrile; With (TMP)3CdLi; In tetrahydrofuran; hexane; at 0 ℃; for 2h;

With iodine; In tetrahydrofuran; hexane;

DOI:10.1021/jo902385h

Reference yield:

pyridine-4-carbonitrile (100-48-1) → 3,5-diiodoisonicotinonitrile (827616-50-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 0.75 h / -80 °C

2: 14 percent / I₂ / tetrahydrofuran / 0.75 h / -80 °C

With iodine; In tetrahydrofuran;

DOI:10.1016/j.tetlet.2004.11.021

upstream raw materials:

pyridine-4-carbonitrile

Refernces

• 1、 Cailly, Thomas,Fabis, Frédéric,Lema?tre, Stéphane,Bouillon, Alexandre,Rault, Sylvain. "Synthesis of ortho-substituted cyanopyridines through lithio intermediate trapping". . p. 135 - 137. Retrieved 2007/10/03.