4186-52-1

Basic information

• Product Name: 2,4-diiodo-6-methylphenol
• Synonyms: 4,6-Diiodo-o-cresol; o-Cresol, 4,6-diiodo-; Phenol, 2,4-diiodo-6-methyl-
• CAS NO: 4186-52-1
• Molecular Formula: C₇H₆I₂O
• Molecular Weight: 359.9309
• Mol File: 4186-52-1.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 293.2°C at 760 mmHg
• Flash Point: 131.1°C
• Density: 2.427g/cm³
• Vapor Pressure: 0.000997mmHg at 25°C
• Refractive Index: 1.723
• CAS DataBase Reference: 2,4-diiodo-6-methylphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-diiodo-6-methylphenol(4186-52-1)
• EPA Substance Registry System: 2,4-diiodo-6-methylphenol(4186-52-1)

Safety Data

• Hazardous Substances Data: 4186-52-1(Hazardous Substances Data)

Usage

General Description

2,4-diiodo-6-methylphenol is a chemical compound with the molecular formula C7H6I2O and a molecular weight of 358.93 g/mol. It is a halogen-substituted derivative of phenol with two iodine atoms in the 2 and 4 positions and a methyl group in the 6 position. This chemical is commonly used as a disinfectant and antiseptic due to its strong antimicrobial properties. It is also used in the production of pharmaceuticals and in the preservation of wood and other materials. Additionally, 2,4-diiodo-6-methylphenol is known for its toxicological properties and should be handled with caution. Overall, this chemical has a wide range of potential applications in various industries.

Upstream product

• 95-48-7 ortho-cresol 
• 67-56-1 methanol 
• 7664-41-7 ammonia 
• 7732-18-5 water 
• 7553-56-2 iodine 
• 197243-41-7 o-cresol; thallium(I)-(2-methyl-phenolate) 

Downstream Products

• 60577-30-2 4-iodo-2-methyl-phenol 
• 13370-30-4 <2,4-Diiod-2-methyl-phenoxy>-acethydroxamsaeure 
• 91349-83-6 (2,4-diiodo-6-methyl-phenoxy)-acetic acid ethyl ester 
• 24885-45-8 6-iodo-2-methyl-phenol 

Relevant articles and documents

Synthesis of (-)-Piperitylmagnolol Featuring ortho-Selective Deiodination and Pd-Catalyzed Allylation

A 1,4-addition strategy using an enone and a copper reagent was studied for the synthesis of (-)-piperitylmagnolol. A MOM-protected biphenol copper reagent was added to BF3·OEt2-activated 4-isopropylcyclohexenone, whereas 1,4-addition of protected monophenol reagents possessing an allyl group was found to be unsuccessful. The allyl group was later attached to the p-,p′-diiodo-biphenol ring by Pd-catalyzed coupling with allylborate. The aforementioned iodide was synthesized using a new method for ortho-selective deiodination of o-,p-diiodophenols.

Iodination of anilines and phenols with 18-crown-6 supported ICl 2-

A highly crystalline iodinating reagent, {[K·18-C-6]ICl 2}n, was synthesized in high yield (93%). The trihalide is supported by an 18-crown-6 macrocycle and forms a coordination polymer in the solid state. This reagent iodinates anilines and phenols efficiently under mild conditions. Controlled mono-iodination with anilines was easily achieved while poly-iodination was observed with phenols.

Regioselective iodination of phenol and analogues using N-iodosuccinimide and p-toluenesulfonic acid

Mild and highly regioselective monoiodination of phenol and analogues is achieved in high to excellent yields at room temperature with a combination of stoichiometric p-toluenesulfonic acid and N-iodosuccinimide.