2,4,6-Triiodophenol

Base Information

• Chemical Name: 2,4,6-Triiodophenol
• CAS No.: 609-23-4
• Molecular Formula: C6H3I3O
• Molecular Weight: 471.803
• Hs Code.: 29081900
• European Community (EC) Number: 210-186-7
• NSC Number: 2594
• UNII: 9RB2R81A7U
• DSSTox Substance ID: DTXSID8022080
• Nikkaji Number: J50.179D
• Wikidata: Q27272970
• ChEMBL ID: CHEMBL81721
• Mol file: 609-23-4.mol

Synonyms:2,4,6-TIP;2,4,6-triiodophenol;Bobel 24;Bobel-24

Chemical Property of 2,4,6-Triiodophenol

Chemical Property:

• Appearance/Colour: GREY TO TAN TO BROWN POWDER
• Vapor Pressure: 0.000224mmHg at 25°C
• Melting Point: 157-159 °C(lit.)
• Refractive Index: 1.816
• Boiling Point: 316.3 °C at 760 mmHg
• PKA: 6.47±0.23(Predicted)
• Flash Point: 145.1 °C
• PSA: 20.23000
• Density: 3.062 g/cm³
• LogP: 3.20600
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Water Solubility.: Insoluble in water.
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 471.7318
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

97% ^*data from raw suppliers

2,4,6-Triiodophenol >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-20/21
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1I)O)I)I
• Uses: 2,4,6-Triiodophenol is used as an iodinated disinfection by product formed during chlorination of sewage effluents. It is also used as a potent thyroid disrupting chemical and to investigate deiodinase.

Technology Process of 2,4,6-Triiodophenol

There total 62 articles about 2,4,6-Triiodophenol 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: 99.0%

phenol (108-95-2,27073-41-2) → 2,4,6-Triiodophenol (609-23-4,72100-00-6)

Guidance literature:

With sodium periodate; potassium iodide; sodium chloride; In water; acetic acid; at 25 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2006.05.062

Reference yield: 80.0%

phenylboronic acid (98-80-6) → 2,4,6-Triiodophenol (609-23-4,72100-00-6)

Guidance literature:

With iodine; In dichloromethane; at 20 ℃; regioselective reaction;

DOI:10.1002/adsc.200900071

Reference yield: 80.0%

p-Iodophenol (540-38-5) → 2,4-diiodophenol (2012-29-5) + 2,4,6-Triiodophenol (609-23-4,72100-00-6)

Guidance literature:

With ammonium iodide; potassium phosphate; In methanol; at 0 ℃; for 0.0833333h;

DOI:10.1021/acs.joc.9b00161

upstream raw materials:

2-hydroxy-5-iodobenzoic acid

3,5-diiodo-4-hydroxybenzoic acid

3,5-diiodosalicylic acid

4-hydroxy-3,5-diiodo-benzenesulfonic acid

Downstream raw materials:

2,4,6-triiodo-phenetole

2-(2,4,6-triiodo-phenoxy)-butyric acid

2-(2,4,6-triiodo-phenoxy)-propionic acid

meso-2,5-bis-(2,4,6-triiodo-phenoxy)-adipic acid dimethyl ester