4186-52-1

Usage

Uses

Used in Disinfection and Antiseptics:
2,4-diiodo-6-methylphenol is used as a disinfectant and antiseptic due to its potent antimicrobial properties, which are effective against a broad spectrum of microorganisms, including bacteria, viruses, and fungi.
Used in Pharmaceutical Production:
This chemical compound is utilized in the manufacturing of pharmaceuticals, where its antimicrobial and other biological activities can be harnessed for therapeutic purposes, such as treating infections or as intermediates in the synthesis of other medicinal agents.
Used in Wood Preservation:
2,4-diiodo-6-methylphenol is employed in the preservation of wood and other materials to protect them from microbial decay and infestation, thereby extending their service life and maintaining structural integrity.
Used in Material Preservation:
Beyond wood, 2,4-diiodo-6-methylphenol is also used in the preservation of various materials to prevent microbial growth that could lead to degradation or spoilage, ensuring the longevity and quality of the products.

Upstream product

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

Downstream Products

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

Relevant academic research and scientific papers

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.

Gas-Chromatographic identifi cation of products formed in iodination of methyl phenols by retention indices

Iodination reaction followed by conversion of iodine-substituted methylphenols to the corresponding trifl uoroacetates was suggested for improving the sensitivity of the gas-chromatographic determination of phenol and its methyl-substituted derivatives (al isomers of mono- and diethylphenols, 2,3,5-, 2,3,6-, and 3,4,5-trimethylphenols) in aqueous media. Acylation products of iodo methylphenols (104 compounds) were identifi ed by linear-logarithmic retention indices on a standard nonpolar polydimethylsiloxane stationary phase, and the pattern of their variation with the number and nature of substituents were characterized. A procedure for identifi cation of methyl-substituted phenols in water in their gas-chromatographic determination with an electron-capture detector was developed. Pleiades Publishing, Ltd., 2012.

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.

Synthesis, characterization, X-ray structural analysis, and iodination ability of benzyl(triphenyl)phosphonium dichloroiodate

Benzyl(triphenyl)phosphonium dichloroiodate (BTPPICl2), BnPh3P+(ICl2)-, is easily synthesized in a nearly quantitative yield by the addition of BnPh 3P+Cl- to a CH2Cl2 solution of iodine monochloride (ICl). BnPh3P+Cl - can be prepared by the reaction of Ph3P and BnCl. The compound was characterized by physicochemical and spectroscopic methods (elemental analysis, FT-IR, and 1H-NMR). The use of phosphonium counterion improves the quality of the BTPPICl2 crystals. BTPPICl2 crystallizes in the monoclinic system, and its crystal and molecular structure has been determined at 100(1) K by X-ray diffraction. The structure was solved by the direct method and had refined R value of 0.0637 for 699 reflections (I>2σ(I)), space group P21/n with a=12.4700(3), b=13.2196(3), c=14.4580(3) A, β=102.6340(10)°, V=2325.67(9) A3, and Z=4. The I-atom is coordinated by two Cl-atoms as ligands in a linear geometry. This compound is a versatile reagent for the efficient and selective iodination of organic substrates, in particular of aromatic phenols to the corresponding iodo compounds, under mild conditions. To assess the generality of method, a wide variety of phenols with electron-donating and electron-withdrawing substituents were studied. BTPPICl2 is a mild iodination reagent, which offers a new avenue for an expeditious iodination of phenols. The inexpensive, relatively non-toxic reagent, and mild conditions are the positive features of the procedure and reagent. Copyright

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.

Iodination of aromatic compounds using potassium iodide and hydrogen peroxide

A simple, efficient, regioselective, and ecofriendly method for oxyiodination of aromatic compounds is presented. In this method, the electrophilic substitutions of iodine generated in situ from KI as an iodine source and hydrogen peroxide as an oxygen source have been employed without any catalyst/mineral acid for the first time. Copyright Taylor & Francis Group, LLC.

Simple and regioselective oxyiodination of aromatic compounds with ammonium iodide and Oxone

Oxyiodination of aromatic compounds using NH4I and Oxone gives high yields and selectivity. A simple method for the iodination of aromatic compounds using NH4I as the iodine source and Oxone as the oxidant is described.

Iodination of Thallium(I) salts of Phenols

The iodination of thallium(I) salts of phenols is examined and the results are compared with those of the selective ortho-iodinating reagent thallium(I) acetate-iodine.

Iodination of phenols and anilines with bis(sym-collidine)iodine(I) hexafluorophosphate

Iodination of a wide range of phenols and anilines was achieved by the action of the title reagent in methylene chloride.

An Efficient and Selective Method for the Preparation of Iodophenols

Direct iodination of a wide range of phenols may be achieved with unprecedented selectivity in aqueous alcohol solvents by the action of a reagent preparated in situ from sodium hypochlorite and sodium iodide.Para-substituted phenols (or ortho-substituted, when the para-position is already occupied) are obtained in fair to excellent yields by simple isolation techniques.The extent of iodination is easily controlled by stoichiometry.The technique is also useful with some anilines.