3,5-Diiodopyridin-2-ol

Base Information

• Chemical Name: 3,5-Diiodopyridin-2-ol
• CAS No.: 13472-80-5
• Molecular Formula: C5H3I2NO
• Molecular Weight: 346.894
• NSC Number: 159398
• DSSTox Substance ID: DTXSID50303619
• Nikkaji Number: J820.159E
• Wikidata: Q82048991
• ChEMBL ID: CHEMBL1549914
• Mol file: 13472-80-5.mol

Synonyms:3,5-diiodopyridin-2-ol;13472-80-5;3,5-diiodo-1H-pyridin-2-one;3,5-diiodo-2-pyridinol;NSC159398;MLS000756299;2-hydroxy-3,5-diiodopyridine;3,5-diiodo-pyridone;3,5-Diiodo-2-pyridol;CHEMBL1549914;REGID_for_CID_293093;DTXSID50303619;HMS2886F10;BBL020696;MFCD01646054;STK893386;AKOS001476410;NSC 159398;NSC-159398;DS-17789;SMR000528671;CS-0157367;EN300-85405;C72385

Chemical Property of 3,5-Diiodopyridin-2-ol

Chemical Property:

• Vapor Pressure: 0.000238mmHg at 25°C
• Melting Point: 261-262 °C
• Boiling Point: 324.9°C at 760 mmHg
• PKA: 8.71±0.10(Predicted)
• Flash Point: 150.3°C
• PSA: 32.86000
• Density: 2.79g/cm³
• LogP: 1.58410
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 346.83041
• Heavy Atom Count: 9
• Complexity: 207

Purity/Quality:

98%min ^*data from raw suppliers

3,5-Diiodopyridin-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=O)NC=C1I)I

Technology Process of 3,5-Diiodopyridin-2-ol

There total 14 articles about 3,5-Diiodopyridin-2-ol 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-hydroxypyridin (142-08-5) → 2-hydroxy-3,5-diiodopyridine (13472-80-5)

Guidance literature:

With iodine; sodium acetate; sodium hydroxide; In water; Reflux;

DOI:10.1002/ejoc.201500449

Reference yield: 38.0%

5-iodo-pyridin-2-ol (13472-79-2) → 2-hydroxy-3,5-diiodopyridine (13472-80-5)

Guidance literature:

With dipotassium peroxodisulfate; cerium(III) nitrate hexahydrate; trifluoroacetic acid; sodium iodide; In 1,2-dichloro-ethane; at 130 ℃; for 24h; regioselective reaction; Molecular sieve; Inert atmosphere; Sealed tube; Schlenk technique;

DOI:10.1039/c5cc07799k

Reference yield:

3,5-diiodopyridine (53710-18-2) + hydrogen iodide (10034-85-2) → pyridine (110-86-1) + 2-hydroxy-3,5-diiodopyridine (13472-80-5) + 4-hydroxy-3,5-diiodopyridine (7153-08-4)

Guidance literature:

at 185 ℃;

upstream raw materials:

2-Pyridone

2-hydroxypyridin

2-bromo-pyridine

2-iodopyridine

Downstream raw materials:

2-chloro-3,5-diiodo-pyridine

2-bromo-3,5-diiodopyridine

2-hydroxy-3,5-dinitropyridine

3,5-diiodo-1-phenyl-2-pyridone

Refernces

• 1、 Dutta, Uttam,Deb, Arghya,Lupton, David W.,Maiti, Debabrata. "The regioselective iodination of quinolines, quinolones, pyridones, pyridines and uracil". supporting information. p. 17744 - 17747. Retrieved 2015/12/18.