2-Bromo-5-iodopyridine

Base Information

• Chemical Name: 2-Bromo-5-iodopyridine
• CAS No.: 73290-22-9
• Molecular Formula: C5H3BrIN
• Molecular Weight: 283.894
• Hs Code.: 29333990
• European Community (EC) Number: 629-182-5
• DSSTox Substance ID: DTXSID00406189
• Nikkaji Number: J1.272.611B
• Wikidata: Q72457621
• Mol file: 73290-22-9.mol

Synonyms:2-Bromo-5-iodopyridine;73290-22-9;Pyridine, 2-bromo-5-iodo-;MFCD03095201;2-Bromo-5-iodo-pyridine;5-iodo-2-bromo-pyridine;SCHEMBL502933;2-Bromo-5-iodopyridine, 96%;DTXSID00406189;LLKRSJVPTKFSLS-UHFFFAOYSA-N;STK688510;AKOS002665603;AC-1094;CS-W003027;GS-6890;PB14333;SY008264;A9469;AM20070200;B3765;FT-0650005;EN300-88738;J-400269

Chemical Property of 2-Bromo-5-iodopyridine

Chemical Property:

• Appearance/Colour: white or off-white powder
• Vapor Pressure: 0.00714mmHg at 25°C
• Melting Point: 121-123 °C(lit.)
• Refractive Index: 1.665
• Boiling Point: 278.6 °C at 760 mmHg
• PKA: -1.23±0.10(Predicted)
• Flash Point: 122.3 °C
• PSA: 12.89000
• Density: 2.347 g/cm³
• LogP: 2.44870
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 282.84936
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-5-iodopyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-37/38-41
• Safety Statements: 26-36/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1I)Br
• Uses: 2-Bromo-5-iodopyridine can be used to develop fluorescent compounds (manisyl-substituted terpyridine, bipyridine, and phenanthroline). It is also a useful reagent for investigating the structure/activity relationships of non-nucleoside adenosine kinase inhibitors.

Technology Process of 2-Bromo-5-iodopyridine

There total 3 articles about 2-Bromo-5-iodopyridine 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:

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

Guidance literature:

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

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

DOI:10.1002/chem.201001664

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

Reference yield:

2-bromo-pyridine (109-04-6) → 2-bromo-4-iodo-pyridine (100523-96-4) + 2-bromo-5-iodo-pyridine (73290-22-9) + 2-bromo-3,6-diiodopyridine (1353056-31-1) + 2-iodo-6-bromopyridine (234111-08-1) + 2-bromo-3-iodo pyridine (265981-13-3)

Guidance literature:

2-bromo-pyridine; With n-butyllithium; ZnCl₂-N,N,N’,N’-tetramethylethylenediamine; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

With iodine; In tetrahydrofuran; regioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201101993

upstream raw materials:

2,5-dibromopyridine

2-bromo-pyridine

Downstream raw materials:

2-bromo-5-(4-dimethoxy-2,6-dimethylphenyl)pyridine

C₁₅H₂₀BrN₃O₂

5-ethynyl-2,2'-bipyridine

bis(2-bromo-5-pyridyl) selenide

Refernces

• 1、 Chau, Nguyet Trang Thanh,Meyer, Maxime,Komagawa, Shinsuke,Chevallier, Floris,Fort, Yves,Uchiyama, Masanobu,Mongin, Florence,Gros, Philippe C.. "Homoleptic zincate-promoted room-temperature halogen-metal exchange of bromopyridines". experimental part. p. 12425 - 12433. Retrieved 2011/01/05.