2,6-Diiodopyridine

Base Information

• Chemical Name: 2,6-Diiodopyridine
• CAS No.: 53710-17-1
• Molecular Formula: C5H3I2N
• Molecular Weight: 330.895
• Hs Code.: 2933399090
• European Community (EC) Number: 833-606-6
• DSSTox Substance ID: DTXSID10465601
• Nikkaji Number: J1.227.388F
• Wikidata: Q72467262
• Mol file: 53710-17-1.mol

Synonyms:2,6-diiodopyridine;53710-17-1;MFCD07366728;Pyridine, 2,6-diiodo-;2,6-Diiodo-pyridine;SCHEMBL3295028;DTXSID10465601;IHBAEQUKKOAEES-UHFFFAOYSA-N;BCP23210;AKOS015891796;AB31088;AS-30578;SY040761;AM20061293;CS-0091190;D5268;FT-0656538;A829745;Q-103355

Chemical Property of 2,6-Diiodopyridine

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 179-180 °C
• Refractive Index: 1.721
• Boiling Point: 316.796 °C at 760 mmHg
• PKA: -1.54±0.10(Predicted)
• Flash Point: 145.393 °C
• PSA: 12.89000
• Density: 2.609 g/cm³
• LogP: 2.29080
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 330.83549
• Heavy Atom Count: 8
• Complexity: 68.8

Purity/Quality:

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

2,6-Diiodopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC(=C1)I)I

Technology Process of 2,6-Diiodopyridine

There total 2 articles about 2,6-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:

2,6-dichloropyridine (2402-78-0) → 2,6-diiodo-pyridine (53710-17-1) + 2-chloro-5-iodo-pyridine (258506-66-0)

Guidance literature:

With hydrogen iodide; sodium iodide; at 100 ℃; for 14h; Title compound not separated from byproducts;

DOI:10.1016/S0040-4020(99)00961-8

Reference yield:

2,6-Dibromopyridine (626-05-1) → 2,6-diiodo-pyridine (53710-17-1) + 2-iodo-6-bromopyridine (234111-08-1)

Guidance literature:

2,6-Dibromopyridine; With nBu₄ZnLi₂*TMEDA; In toluene; at 20 ℃; for 1.5h; Inert atmosphere;

With iodine; In tetrahydrofuran; toluene; for 18h; Inert atmosphere;

DOI:10.1002/chem.201001664

Reference yield: 88.0%

2,6-diiodo-pyridine (53710-17-1) + 4-trifluoromethylphenylboronic acid (128796-39-4) → 2,6-bis(4-(trifluoromethyl)phenyl)pyridine (1160096-68-3)

Guidance literature:

With potassium carbonate; In ethanol; water; at 60 ℃; for 2.4h; Catalytic behavior; Green chemistry;

DOI:10.1016/j.mcat.2021.111489

upstream raw materials:

2,6-dichloropyridine

2,6-Dibromopyridine

Downstream raw materials:

Pyridine-2,6-dicarboxylic acid

4,4’-(pyridine-2,6-diyl)diphenol

2,6-bis(methoxycarbonyl)pyridine

5,5'-dibromo-2,2'-dipyridyl

Refernces

• 1、 Goodman, Allan J.,Stanforth, Stephen P.,Tarbit, Brian. "Desymmetrization of dichloroazaheterocycles". . p. 15067 - 15070. Retrieved 2007/10/03.