5-Bromo-2-iodopyridine

Base Information

• Chemical Name: 5-Bromo-2-iodopyridine
• CAS No.: 223463-13-6
• Molecular Formula: C5H3BrIN
• Molecular Weight: 283.894
• Hs Code.: 29333990
• DSSTox Substance ID: DTXSID40343988
• Nikkaji Number: J1.495.366C
• Wikidata: Q72457617
• Mol file: 223463-13-6.mol

Synonyms:5-Bromo-2-iodopyridine;223463-13-6;2-iodo-5-bromopyridine;2-iodo-5-bromo-pyridine;5-Bromo-2-iodo-pyridine;MFCD00691506;Pyridine, 5-bromo-2-iodo-;5-Bromo-2-Iodo Pyridine;2-iodo-5-bromo pyridine;5-bromo-2- iodopyridine;2-iodo- -5-bromo pyridine;SCHEMBL239871;5-Bromo-2-iodopyridine, 97%;DTXSID40343988;STK049509;(E)-methyl3-(4-bromophenyl)acrylate;AKOS005137883;AC-2555;AS-3077;CS-W002668;PB47423;SY001995;A4798;AM20050966;B2877;FT-0644048;EN300-105367;A1-00872;Q-101233;Z1269172302

Chemical Property of 5-Bromo-2-iodopyridine

Chemical Property:

• Appearance/Colour: Light yellow cryst.
• Vapor Pressure: 0.0218mmHg at 25°C
• Melting Point: 113-117 °C(lit.)
• Refractive Index: 1.665
• Boiling Point: 258.8 °C at 760 mmHg
• PKA: -0.51±0.10(Predicted)
• Flash Point: 110.3 °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
• Solubility.: DMSO, Methanol (Slightly)
• XLogP3: 2.2
• 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

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

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1Br)I
• Uses: 5-Bromo-2-iodopyridine may be used in the synthesis of the following:5-bromopyridyl-2-magnesium chloride via reaction with isopropylmagnesium chloride solution5-bromo-2-pyridylzinc iodide via treatment with active zinc in tetrahydrofuran5-bromo-2-(trifluoromethyl)pyridine via halogen/trifluoromethyl displacement reaction(5-bromopyridin-2-yl)zinc(II) chloride via multi-step synthesis5,5′-dibromo-2,2′-bipyridine via multi-step synthesis

Technology Process of 5-Bromo-2-iodopyridine

There total 6 articles about 5-Bromo-2-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: 95.0%

2,5-dibromopyridine (624-28-2) → 2-iodo-5-bromopyridine (223463-13-6)

Guidance literature:

With hydrogen iodide; at 100 - 170 ℃; for 20h;

DOI:10.1016/j.bmcl.2006.06.028

Reference yield: 75.0%

5-bromo-2-iodopyridine N-oxide → 2-iodo-5-bromopyridine (223463-13-6)

Guidance literature:

With phosphorus trichloride; In dichloromethane; for 1h; Reflux;

DOI:10.1055/s-0036-1591738

Reference yield: 72.0%

5-bromo-2-pyridylamine (1072-97-5) → 2-iodo-5-bromopyridine (223463-13-6)

Guidance literature:

With N-iodo-succinimide; sodium nitrite; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1002/chem.201803347

upstream raw materials:

5-bromo-2-pyridylamine

2,5-dibromopyridine

2-amino-5-bromopyridine N-oxide

Downstream raw materials:

1-(5-(4-nitrophenyl)pyridin-2-yl)cyclopentanol

3-bromo-6-(2-aminopyrimidin-5-yl)pyridine

5-bromopyridine-2-sulfonyl chloride

2-[4-(5-bromo-pyridin-2-yl)-piperazin-1-yl]-ethanol

Refernces

• 1、 Mukhopadhyay, Sushobhan,Batra, Sanjay. "Direct Transformation of Arylamines to Aryl Halides via Sodium Nitrite and N-Halosuccinimide". supporting information. p. 14622 - 14626. Retrieved 2018/09/21.
• 2、 Krasnokutskaya, Elena A.,Chudinov, Alexey A.,Filimonov, Victor D.. "A New, Simple, and General Synthesis of N -Oxides of Iodopyridines and Iodoquinolines via the Diazotization-Iodination of Heterocyclic Amino N -Oxides in the Presence of p -Toluenesulfonic Acid in Water". . p. 1368 - 1372. Retrieved 2017/12/26.