609-23-4

Basic information

• Product Name: 2,4,6-Triiodophenol
• Synonyms: 2,4,6-Trijodfenol;bobel24;Phenol, 2,4,6-triiodo-;2,4,6-Triiodophenol, 98+%;2,4,6-Triiodophenol;2,4,6-Triiodophenol 97%
• CAS NO: 609-23-4
• Molecular Formula: C₆H₃I₃O
• Molecular Weight: 471.8
• EINECS: 210-186-7
• Product Categories: Aromatic Phenols;Iodine Compounds;Phenols;Organic Building Blocks;Oxygen Compounds
• Mol File: 609-23-4.mol
• Article Data: 29

Chemical Properties

• Melting Point: 157-159 °C(lit.)
• Boiling Point: 316.3 °C at 760 mmHg
• Flash Point: 145.1 °C
• Appearance: GREY TO TAN TO BROWN POWDER
• Density: 2.8493 (estimate)
• Vapor Pressure: 0.000224mmHg at 25°C
• Refractive Index: 1.816
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 6.47±0.23(Predicted)
• Water Solubility: Insoluble in water.
• Sensitive: Light Sensitive
• BRN: 2046861
• CAS DataBase Reference: 2,4,6-Triiodophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4,6-Triiodophenol(609-23-4)
• EPA Substance Registry System: 2,4,6-Triiodophenol(609-23-4)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-20/21
• Safety Statements: 26-36-37/39
• WGK Germany: 3
• RTECS: SN2800000
• TSCA: Yes
• Hazardous Substances Data: 609-23-4(Hazardous Substances Data)

Usage

Description

2,4,6-Triiodophenol is an organic compound characterized by the presence of three iodine atoms attached to a phenol molecule. It exhibits unique chemical and biological properties due to its iodinated structure, making it a versatile compound for various applications.

Uses

Used in Water Treatment Industry:
2,4,6-Triiodophenol is used as an iodinated disinfection byproduct formed during the chlorination of sewage effluents. Its formation is a result of the reaction between iodide ions and the oxidizing agents used in the chlorination process, contributing to the overall disinfection efficacy of the treated water.
Used in Environmental Research:
2,4,6-Triiodophenol is used as a potent thyroid disrupting chemical in environmental research. Its ability to interfere with thyroid hormone function makes it a valuable tool for studying the effects of endocrine-disrupting chemicals on aquatic organisms and ecosystems.
Used in Biochemical Studies:
2,4,6-Triiodophenol is utilized in biochemical studies to investigate deiodinase enzymes. These enzymes play a crucial role in the regulation of thyroid hormone metabolism, and the use of 2,4,6-triiodophenol as a substrate allows researchers to better understand the mechanisms and functions of deiodinase enzymes in various biological processes.

InChI:InChI=1/C6H3I3O/c7-3-1-4(8)6(10)5(9)2-3/h1-2,10H

Upstream product

• 64-17-5 ethanol 
• 7553-56-2 iodine 
• 99-96-7 4-hydroxy-benzoic acid 
• 554-71-2 4-hydroxy-3,5-diiodo-benzenesulfonic acid 
• 119-30-2 2-hydroxy-5-iodobenzoic acid 
• 108-95-2 phenol 
• 540-38-5 p-Iodophenol 
• 98-80-6 phenylboronic acid 
• 1571-72-8 3-amino-4-hydroxybenzoic acid 
• 37470-46-5 4-hydroxy-3-iodobenzoic acid 
• 7647-01-0 hydrogenchloride 
• 7732-18-5 water 
• 54-21-7 sodium salicylate 
• 7080-50-4 chloramine T trihydrate 

Downstream Products

• 554-24-5 2-(2,4,6-triiodo-phenoxy)-butyric acid 
• 118-75-2 chloranil 
• 102747-51-3 2,7-bis-(2,4,6-triiodo-phenoxy)-octanedioic acid diethyl ester 
• 916905-37-8 5-iodo-2-methoxybenzene-1,3-diol 
• 916905-38-9 1,3-bis(2-bromoethoxy)-5-iodo-2-methoxybenzene 
• 1206691-98-6 [Ti(2,4,6-I₃-C₆H₂O)2(iPrO)2]2 
• 102441-37-2 meso-2,9-bis-(2,4,6-triiodo-phenoxy)-decanedioic acid 
• 246247-32-5 (1S,2S,5S)-myrtanoxy-2,4,6-tris(4-ethynylbenzonitrile)benzene 
• 784210-44-2 4-chloro-benzenesulfonic acid 2-(3-furan-2-yl-propionyl)-4,6-diiodophenyl ester 
• 784210-30-6 4-chloro-benzenesulfonic acid 2-(pent-4-enoyl)-4,6-diiodophenyl ester 
• 784210-29-3 4-chloro-benzenesulfonic acid 2-benzoyl-4,6-diiodophenyl ester 
• 784210-27-1 4-chloro-benzenesulfonic acid 2-allyl-4,6-diiodophenyl ester 
• 859510-33-1 2,4,6-tri-hex-1-ynyl-phenol 
• 920515-67-9 [2-(8-methoxy-2,3,5,6-tetrahydrobenzo[1,2-b;5,4-b']difuran-4-yl)ethyl]carbamic acid benzyl ester 

Relevant articles and documents

Generation of Dimethyl Sulfoxide Coordinated Thermally Stable Halogen Cation Pools for C?H Halogenation

A method to generate halogen cation pools from the reaction of 1,2-dihaloethanes (hal=Br, I) and dimethyl sulfoxide (DMSO) for C?H halogenation of arenes and heteroarenes was reported. The initial reaction of DMSO and 1,2-dihaloethane generates the sulfur

Oxidative azidations of phenols and ketones using iodine azide after release from an ion exchange resin

The oxidative oligoazidation of phenols and ketones using iodine azide (IN3) provided by its release from an ion exchange resin is reported. Preliminary mechanistic studies indicate a previously unknown reactivity of iodine azide toward phenols and ketones.

Iodination of industrially important aromatic compounds with aqueous potassium triiodide

A new reagent system consisting of aqueous KI3in AcOH and NaIO4as oxidant has been found to be effective in iodinating a variety of commercially important aromatic substrates under ambient conditions. The presence of Na2SO3enhances the yield and the product purity. The procedure ensures high yields (72–98%) at room temperature in a short reaction time. A remarkable feature of this system is that even acidsensitive functionalities like anilines can be iodinated quantitatively.