60577-30-2

Usage

Uses

Used in Pharmaceutical Industry:
4-IODO-2-METHYLPHENOL is used as a starting reagent for the synthesis of various pharmaceutical compounds. Specifically, it serves as a key component in the production of an agonist for the peroxisome proliferator-activated receptor δ (PPARδ) GW501516, which is a potential antiobesity drug. This application highlights its importance in the development of treatments for obesity and related health issues.
In the synthesis process, 4-IODO-2-METHYLPHENOL acts as a crucial intermediate, providing the necessary structural framework for the formation of the final drug molecule. Its unique properties, such as the presence of the iodine atom and the methyl group, contribute to its reactivity and compatibility with other reactants in the synthesis process.
Overall, 4-IODO-2-METHYLPHENOL is a valuable compound in the pharmaceutical industry due to its role in the synthesis of potential antiobesity drugs. Its versatility and reactivity make it an essential component in the development of new therapeutic agents to address the growing global health concern of obesity.

InChI:InChI=1/C7H7IO/c1-5-4-6(8)2-3-7(5)9/h2-4,9H,1H3

Upstream product

• 95-48-7 ortho-cresol 
• 16419-60-6 2-Methylphenylboronic acid 
• 4186-52-1 2,4-diiodo-6-methyl-phenol 
• 7080-50-4 chloramine-T hydrate 
• 799766-25-9 1-(2,2-dimethoxy-ethoxy)-4-iodo-2-methyl benzene 
• 533-18-6 2-methylphenyl acetate 
• 197243-41-7 o-cresol; thallium(I)-(2-methyl-phenolate) 
• 859820-99-8 2,2'-dimethyl-4,4'-selanediyl-di-phenol 
• 855354-81-3 acetic acid-(4-iodo-2-methyl-phenyl ester) 
• 2835-96-3 4-amino-2-methylphenol 

Downstream Products

• 636589-60-1 (4-iodo-2-methyl-phenoxy)-tert-butyldimethyl silane 
• 294860-63-2 5-[(E)-(3-methoxy-3-oxo-1-propenyl)]-2-ethoxytoluene 
• 690266-26-3 2-(4-iodo-2-methyl-phenoxy)-ethanol 
• 1012308-63-2 4-iodo-2-methyl-6-(3-methyl-2-butenyl)phenol 
• 1030368-00-3 C₃₀H₂₄F₃O₃S^(1-)*K⁽¹⁺⁾ 
• 1030367-91-9 C₃₄H₃₃F₃O₃S 
• 1030370-98-9 C₂₃H₁₈F₃O₃Se^(1-)*K⁽¹⁺⁾ 
• 1030370-96-7 C₂₃H₁₉F₃O₃Se 
• 1030370-95-6 C₂₈H₂₉F₃O₃Se 
• 1030370-94-5 C₂₇H₂₇F₃O₃Se 
• 1030370-93-4 C₂₇H₂₇F₃O₃Se 
• 1030370-92-3 C₂₅H₂₃F₃O₃Se 
• 1030369-54-0 C₃₀H₂₄F₃O₃Se^(1-)*K⁽¹⁺⁾ 
• 1030369-53-9 C₃₃H₂₉F₃O₃Se 

Relevant academic research and scientific papers

A iodo phenol preparation method

The invention relates to a preparation method of iodo phenol, specific steps are as follows: (1) will be benzenes boric acid, potassium iodide is added in the methanol solution mixing, slowly adding the oxidizing agent, to get the crude product after the reaction; (2) the step (1) of the crude product by washing, after separation and purification, to obtain the iodo phenol. Compared with the prior art, the preparation method of this invention has a region of high selectivity, the substrate can be expanded is good, the preparation process is simple, convenient operation and the like.

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.

Selectivity enhancement of aromatic halogenation reactions at the micellar interface: Effect of highly ionic media

Halogenation (iodination and bromination) of various aromatic compounds has been studied in micellar media in order to observe the effect on regioselectivity and conversion of the reaction. The addition of surfactant causes a change in the chemical shifts of the aromatic proton resonance of phenol which proves the orientation of the aromatic compound on the micellar surface. However, increase in ionic strength of the reaction media affects the selectivity of reaction by disturbing this spatial orientation of the aromatic compound in the micelle. Selectivity towards particular isomers is dependent on the concentration of the surfactant. In bromination of chlorobenzene (deactivated aromatic compound) enhancement in selectivity and conversion towards the para isomer has been observed.

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.

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.

A mild and simple regioselective iodination of activated aromatics with iodine and catalytic ceric ammonium nitrate

Molecular iodine in the presence of a catalytic amount of CAN has been utilized efficiently for regioselective iodination of activated aromatic compounds under mild reaction conditions.

Eco-friendly oxyiodination of aromatic compounds using ammonium iodide and hydrogen peroxide

A new eco-friendly procedure for the oxyiodination of aromatic compounds with NH4I as an iodine source and H2O2 as an oxidant without any catalyst is presented.

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.