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

Chemical Properties

off-white to light brown or grey powder

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.

General Description

2,4,6-Triiodophenol is iodinated disinfection byproduct formed during chlorination of sewage effluents. It is a potent thyroid hormone disrupting chemical.

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

Upstream product

• 119-30-2 2-hydroxy-5-iodobenzoic acid 
• 618-76-8 3,5-diiodo-4-hydroxybenzoic acid 
• 123-08-0 4-hydroxy-benzaldehyde 
• 90-02-8 salicylaldehyde 
• 99-96-7 4-hydroxy-benzoic acid 
• 77-09-8 phenolphthalein 
• 64-19-7 acetic acid 
• 7790-99-0 Iodine monochloride 
• 108-95-2 phenol 
• 7732-18-5 water 
• 56-23-5 tetrachloromethane 
• 7553-56-2 iodine 
• 7782-68-5 iodic acid 
• 64-17-5 ethanol 

Downstream Products

• 102006-83-7 meso-2,5-bis-(2,4,6-triiodo-phenoxy)-adipic acid dimethyl ester 
• 102006-83-7 racem.-2,5-bis-(2,4,6-triiodo-phenoxy)-adipic acid dimethyl ester 
• 102747-50-2 meso-2,9-bis-(2,4,6-triiodo-phenoxy)-decanedioic acid dimethyl ester 
• 2012-29-5 2,4-diiodophenol 
• 608-71-9 Pentabromophenol 
• 20389-01-9 2,6-diiodo-p-benzoquinone 
• 20244-55-7 2,4,4,6-tetrachlorocyclohexa-2,5-dien-1-one 
• 305-85-1 2,6-diiodo-4-nitrophenol 
• 20294-48-8 diiodo-4,6 nitro-2 phenol 
• 118-75-2 chloranil 
• 98554-64-4 2,4,6-triiodo-phenetole 
• 90842-72-1 (2,4,6-triiodo-phenoxy)-acetic acid ethyl ester 
• 74592-94-2 2-(2,4,6-triiodophenoxy)acetic acid 

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.