2-Chloro-5-iodopyridine

Base Information

• Chemical Name: 2-Chloro-5-iodopyridine
• CAS No.: 69045-79-0
• Molecular Formula: C5H3ClIN
• Molecular Weight: 239.443
• Hs Code.: 29333990
• European Community (EC) Number: 627-359-1
• DSSTox Substance ID: DTXSID90402837
• Nikkaji Number: J983.315C
• Wikidata: Q72452586
• Mol file: 69045-79-0.mol

Synonyms:2-Chloro-5-iodopyridine;69045-79-0;Pyridine, 2-chloro-5-iodo-;MFCD01863635;2-chloro-5-iodo-pyridine;2-Chloro-5-indopyridine;2-chloro-5-iodo pyridine;2-chloro-5 iodopyridine;2-chloro-5- iodopyridine;5-iodo-2-chloro-pyridine;SCHEMBL17612;2-Chloro-5-iodopyridine, 97%;DTXSID90402837;BCP22108;CL0078;STK688512;AKOS005254717;AC-3574;CS-W002858;PS-7597;BP-11498;SY007438;A9150;AM20061444;C2341;FT-0600993;EN300-100882;J-400294;F1905-7220;InChI=1/C5H3ClIN/c6-5-2-1-4(7)3-8-5/h1-3

Chemical Property of 2-Chloro-5-iodopyridine

Chemical Property:

• Appearance/Colour: off-white to yellow-beige crystalline powder
• Melting Point: 95-98 °C(lit.)
• Boiling Point: 253.2 °C at 760 mmHg
• PKA: -2.00±0.10(Predicted)
• Flash Point: 106.9 °C
• PSA: 12.89000
• Density: 2.052 g/cm³
• LogP: 2.33960
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Water Solubility.: insoluble
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 238.89987
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/22
• Safety Statements: 26-36-36/37/39-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1I)Cl
• Uses: 2-Chloro-5-iodopyridine may be used as a reagent in the multi-step synthesis of (±)-epibatidine.It may be used in the synthesis of:2-Chloro-5-phenylpyridine via Suzuki coupling reaction with phenylboronic acid dimethyl ester.Exo-5- and exo-6- (6′-chloro-3′-pyridyl)-2-azabicyclo[2.2.1]heptanes via Heck coupling reaction with N-protected 2-azabicyclo[2.2.1]hept-5-enes.Substituted diaryliodonium salts.3-Exo-5′-(2′-Chloropyridinyl)-8-(ethoxycarbonyl)-8-azabicyclo[3.2.1]octane.

Technology Process of 2-Chloro-5-iodopyridine

There total 16 articles about 2-Chloro-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: 80.0%

5-bromo-2-chloropyridine (53939-30-3) → 2-choro-5-iodopyridine (69045-79-0)

Guidance literature:

5-bromo-2-chloropyridine; With nBu₄ZnLi₂*TMEDA; In toluene; at 20 ℃; for 4h; Inert atmosphere;

With iodine; In tetrahydrofuran; toluene; at 20 ℃; for 1h; chemoselective reaction; Inert atmosphere;

DOI:10.1002/chem.201001664

Reference yield: 79.0%

2-amino-5-iodopyridine (20511-12-0) → 2-choro-5-iodopyridine (69045-79-0)

Guidance literature:

With tert.-butylnitrite; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; Inert atmosphere;

DOI:10.1021/jo801501e

Reference yield: 79.0%

6-Chloronicotinoyl chloride (58757-38-3) → 2-choro-5-iodopyridine (69045-79-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 125 ℃; for 12h;

DOI:10.1038/s41557-018-0078-8

upstream raw materials:

2-amino-5-iodopyridine

phosgene

5-iodo-1-methyl-1,2-dihydropyridin-2-one

2-aminopyridine

Downstream raw materials:

5-iodo-pyridine-2-thiol

5-iodo-2-methoxypyridine

(5-iodopyridin-2-yl)hydrazine

2,2'-dipyridyldisulphide