2012-29-5

Usage

Uses

Used in Organic Synthesis:
2,4-DIIODOPHENOL is used as a chemical intermediate for the synthesis of various organic compounds. Its reactivity and structural features make it a valuable building block in the creation of complex organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, 2,4-DIIODOPHENOL serves as a key intermediate in the development and manufacturing of certain drugs. Its presence in the molecular structure can influence the drug's properties, such as solubility, stability, and biological activity.
Used in Dye Production:
2,4-DIIODOPHENOL is utilized in the production of dyes due to its ability to impart color to various substrates. Its chemical structure contributes to the dye's performance characteristics, such as color intensity and resistance to fading.
Used in Medical Imaging:
2,4-DIIODOPHENOL has been studied for its potential use as a contrast agent in imaging techniques such as magnetic resonance imaging (MRI). Its iodine content can enhance the visibility of internal structures, improving diagnostic capabilities.
Used in Cancer Research and Treatment:
2,4-DIIODOPHENOL has been investigated for its anti-cancer properties, with some studies suggesting that it may have potential as a therapeutic agent in the treatment of certain types of cancer. Its mechanism of action and efficacy are still under investigation, and further research is needed to fully understand its biological and pharmacological activities.

InChI:InChI=1/C6H4I2O/c7-4-1-2-6(9)5(8)3-4/h1-3,9H

Upstream product

• 540-38-5 p-Iodophenol 
• 609-23-4 2,4,6-Triiodophenol 
• 533-70-0 2,4-diiodoaniline 
• 108-95-2 phenol 
• 77-09-8 phenolphthalein 
• 64-19-7 acetic acid 
• 56-23-5 tetrachloromethane 
• 7732-18-5 water 
• 7553-56-2 iodine 
• 533-58-4 2-Iodophenol 
• 7664-93-9 sulfuric acid 
• 6303-60-2 2,4-diiodo-1-nitro-benzene 
• 116529-48-7 2,6-diiodo-3-nitro-aniline 
• 123-30-8 4-amino-phenol 

Downstream Products

• 28896-47-1 2,4-diiodoanisole 
• 15459-49-1 2-chloro-4,6-diiodophenol 
• 20294-48-8 diiodo-4,6 nitro-2 phenol 
• 89466-01-3 4,6-di-iodo-2-bromophenol 
• 36914-80-4 acetic acid 2,4-diiodophenyl ester 
• 77228-65-0 (2,4-diiodophenoxy)acetic acid 
• 90917-50-3 2-(2,4-diiodo-phenoxy)-butyric acid 
• 90416-96-9 <2.4-diiod-phenoxy>-essigsaeure-methylester 
• 90917-47-8 <2.4-Diiod-phenoxy>-essigsaeure-ethylester 
• 166803-89-0 t-butyl 2,4-diiodophenyl carbonate 
• 88-89-1 2,4,6-Trinitrophenol 
• 540-38-5 p-Iodophenol 
• 946-31-6 2-chloro-4,6-dinitro-phenol 

Relevant academic research and scientific papers

Direct green iodination of phenol over solid acids

Examination of several solid acid catalysts of different nature (acid resins, zeolites, mixed oxides, Nb-oxide, and Nb-phosphate) was performed for the direct iodination reaction of phenol by using molecular iodine. The experiments were carried out in mil

ON THE PRODUCT DISTRIBUTION IN THE IODINATION OF PHENOL

The product distribution in the iodination of phenol with I2 in water solution is buffer and pH dependent with the ortho product increasing at low pH and low buffer concentration.This effect is attributed to different rates of proton transfer form the 4-iodo-2,5-; and 2-iodo-3,5-cyclohexadienone intermediate.

Convergent Total Synthesis of Lamellarins and Their Congeners

A convergent total synthesis of lamellarins S and Z is described. The synthesis features a halogen dance of an easily accessible α,β-dibromopyrrole promoted by an ester moiety. The resultant β,β′-dibromopyrrole undergoes a ligand-controlled Suzuki-Miyaura coupling to provide a range of diarylated pyrrole derivatives. The established synthetic method was also applicable to the synthesis of ningalin B and lukianols A and B.

Iodine(III)-Mediated, Controlled Di- or Monoiodination of Phenols

An oxidative procedure for the electrophilic iodination of phenols was developed by using iodosylbenzene as a nontoxic iodine(III)-based oxidant and ammonium iodide as a cheap iodine atom source. A totally controlled monoiodination was achieved by buffering the reaction medium with K3PO4. This protocol proceeds with short reaction times, at mild temperatures, in an open flask, and generally with high yields. Gram-scale reactions, as well as the scope of this protocol, were explored with electron-rich and electron-poor phenols as well as heterocycles. Quantum chemistry calculations revealed PhII(OH)·NH3 to be the most plausible iodinating active species as a reactive "I+" synthon. In light of the relevance of the iodoarene moiety, we present herein a practical, efficient, and simple procedure with a broad functional group scope that allows access to the iodoarene core unit.

Mono-selective β-C-H arylation of: N -methylated amino acids and peptides promoted by the 2-(methylthio)aniline directing group

2-(Methylthio)aniline (MTA) directed C(sp3)-H functionalisations are efficient and straightforward protocols for the selective β-modification of N-methylated amino acids. The decreased reactivity of MTA in comparison with the 8-aminoquinoline (AQ) directing group allows for selective monoarylations in high yields without the formation of side products. The protocol is also suitable for the introduction of highly functionalised side chains onto the C-terminal alanines of dipeptides. The MTA directing group can easily be removed, providing free carboxylic acids as valuable building blocks.

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.

ORGANIC COMPOUNDS

Novel benzofuran derivatives are disclosed. The derivatives have S1P1 receptor activity and/or disease modifying activity and find use in the treatment of conditions or diseases associated with the immune, vascular and nervous systems in animals and/or humans

Harnessing reversible oxidative addition: Application of diiodinated aromatic compounds in the carboiodination process

An I for an I: Conditions for the intramolecular carboiodination and the simultaneous convergent intramolecular carboiodination/intermolecular Heck reaction of various diiodoarenes were developed. The ability of the Pd 0/QPhos catalyst/ligand combination to undergo reversible oxidative addition allows these reactions to proceed well, thus increasing both the appeal and utility of this class of substrates in site-selective cross-coupling reactions. Copyright

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 activated aromatic compounds using nanostructure solid acid catalyst

Nanoporous silica anchored with sulfonic acid groups effectively catalyzes the iodination of aromatic compounds. The reaction was performed in water using hydrogen peroxide as oxidant. The recyclability of catalyst in green media significantly contributes to the environmental friendliness of the procedure.