2,5-Diiodopyridine

Base Information

• Chemical Name: 2,5-Diiodopyridine
• CAS No.: 116195-81-4
• Molecular Formula: C5H3I2N
• Molecular Weight: 330.895
• Hs Code.: 2933399090
• European Community (EC) Number: 627-154-7
• DSSTox Substance ID: DTXSID70401161
• Nikkaji Number: J1.720.048H
• Wikidata: Q72467260
• Mol file: 116195-81-4.mol

Synonyms:2,5-Diiodopyridine;116195-81-4;Pyridine, 2,5-diiodo-;MFCD00234028;2,5-di-iodopyridine;2,5-Diiodopyridine, 95%;SCHEMBL198094;DTXSID70401161;AKOS007930092;AC-5939;BS-19267;SY333263;CS-0204662;FT-0656576;I10255;A929355;AC-907/25004356;J-507351

Chemical Property of 2,5-Diiodopyridine

Chemical Property:

• Vapor Pressure: 0.00143mmHg at 25°C
• Melting Point: 152-155 °C
• Refractive Index: 1.721
• Boiling Point: 306.1 °C at 760 mmHg
• PKA: -0.18±0.10(Predicted)
• Flash Point: 138.9 °C
• PSA: 12.89000
• Density: 2.609 g/cm³
• LogP: 2.29080
• Storage Temp.: 2-8°C(protect from light)
• Sensitive.: Light Sensitive
• Water Solubility.: Insoluble in water.
• 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: 76.8

Purity/Quality:

99% ^*data from raw suppliers

2,5-Diiodopyridine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41-42/43
• Safety Statements: 26-36-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1I)I

Technology Process of 2,5-Diiodopyridine

There total 7 articles about 2,5-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: 94.0%

2,5-dibromopyridine (624-28-2) → 2,5-di-iodopyridine (116195-81-4)

Guidance literature:

With copper(l) iodide; sodium iodide; N,N`-dimethylethylenediamine; In 1,4-dioxane; at 110 ℃; for 18h; Inert atmosphere; Schlenk technique;

DOI:10.1055/s-0033-1338598

Reference yield: 85.0%

2-bromo-5-iodo-pyridine (73290-22-9) → 2,5-di-iodopyridine (116195-81-4)

Guidance literature:

With acetyl chloride; potassium iodide; In acetonitrile; for 24h; Heating;

DOI:10.1016/S0040-4020(02)00152-7

Reference yield:

2,5-dibromopyridine (624-28-2) → 2-bromo-5-iodo-pyridine (73290-22-9) + 2,5-di-iodopyridine (116195-81-4) + 2-iodo-5-bromopyridine (223463-13-6)

Guidance literature:

2,5-dibromopyridine; With nBu₄ZnLi₂*TMEDA; In toluene; at 20 ℃; for 1h; Inert atmosphere;

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

DOI:10.1002/chem.201001664

upstream raw materials:

2-amino-5-iodopyridine

2,5-dibromopyridine

2-bromo-5-iodo-pyridine

2-aminopyridine

Downstream raw materials:

5-iodo-2-methoxypyridine

2,5-bis-(4-methoxyphenyl)-pyridine

2,5-di-(4-fluorophenyl)-pyridine

2,5-diphenylpyridine

Refernces

• 1、 Biesen, Lukas,Brüning, Vincent,Janiak, Christoph,Knedel, Tim-Oliver,Müller, Thomas J. J.,Nau, Jennifer. "Synthesis and Electronic Properties of Conjugated syn,syn-Dithienothiazine Donor-Acceptor-Donor Dumbbells". supporting information. . Retrieved 2022/02/09.
• 2、 Snegaroff, Katia,Nguyen, Tan Tai,Marquise, Nada,Halauko, Yury S.,Harford, Philip J.,Roisnel, Thierry,Matulis, Vadim E.,Ivashkevich, Oleg A.,Chevallier, Floris,Wheatley, Andrew E. H.,Gros, Philippe C.,Mongin, Florence. "Deprotonative metalation of chloro- and bromopyridines using amido-based bimetallic species and regioselectivity-computed CH acidity relationships". experimental part. p. 13284 - 13297. Retrieved 2012/02/03.