38941-98-9

Usage

Uses

Used in Organic Synthesis:
4-(tert-Butyl)-2-iodophenol is used as a reagent in organic synthesis for its ability to participate in various chemical reactions, contributing to the formation of complex organic molecules.
Used in Pharmaceutical Research:
In pharmaceutical research, 4-(tert-Butyl)-2-iodophenol is utilized as an intermediate, playing a crucial role in the development of new drugs and pharmaceutical compounds.
Used in the Production of Pharmaceuticals:
4-(tert-Butyl)-2-iodophenol is used as a building block in the synthesis of various pharmaceuticals, contributing to the creation of effective and novel medicinal agents.
Used in the Production of Agrochemicals:
4-(tert-Butyl)-2-iodophenol is also employed in the agrochemical industry, where it serves as a key component in the synthesis of various agrochemicals, enhancing crop protection and yield.
Used in Biological Activity and Medicinal Property Studies:
4-(tert-Butyl)-2-iodophenol is used in research to explore its potential biological activity and medicinal properties, with the aim of discovering new therapeutic applications and understanding its mechanisms of action.
Used in Safety and Toxicity Studies:
Due to its potential hazards and toxic effects, 4-(tert-Butyl)-2-iodophenol is also used in studies focused on safety and toxicity, ensuring that its use in various applications is managed responsibly and with an understanding of its risks.

InChI:InChI=1/C10H13IO/c1-10(2,3)7-4-5-9(12)8(11)6-7/h4-6,12H,1-3H3

Upstream product

• 498-73-7 2-chloromercuri-4-(1,1-dimethylethyl)phenol 
• 98-54-4 para-tert-butylphenol 

Downstream Products

• 196106-08-8 2-[4-(tert-butyl)-2-iodophenoxy]tetrahydro-2H-pyran 
• 196106-20-4 1-[4-(tert-butyl)-2-iodophenoxy]-2-(tetrahydro-2H-2-pyranyloxy)ethane 
• 196106-16-8 1-(3-bromopropoxy)-4-(tert-butyl)-2-iodobenzene 
• 196106-17-9 1,3-bis(2-iodo-4-tert-butylphenoxy)propane 
• 195990-20-6 3-(4-tert-butyl-2-iodo-phenoxy)-propan-1-ol 
• 502844-83-9 tert-butyl-(4-tert-butyl-2-iodo-phenoxy)-dimethyl-silane 
• 122778-95-4 5-(tert-butyl)-2-phenylbenzo[b]furan 
• 195990-30-8 2-[4-(tert-butyl)-2-(1-ethynyl)phenoxy]tetrahydro-2H-pyran 
• 196106-11-3 2-(5-tert-butylbenzofuran-2-yl)-4-tert-butylphenol 
• 196106-19-1 1-[4-(tert-butyl)-2-iodophenoxy]-3-(tetrahydro-2H-2-pyranyloxy)propane 
• 196106-29-3 [5-tert-butyl-2-(tetrahydro-pyran-2-yloxy)-phenylethynyl]-trimethyl-silane 
• 196106-10-2 4-(tert-butyl)-2-{2-[5-(tert-butyl)-2-hydroxyphenyl]-1-ethynyl}phenol 
• 196106-25-9 2-(4-(tert-butyl)-2-{2-[5-(tert-butyl)-2-hydroxyphenyl]-1-ethynyl}phenoxy)-1-ethanol 
• 196106-23-7 3-(4-(tert-butyl)-2-{2-[5-(tert-butyl)-2-hydroxyphenyl]-1-ethynyl}phenoxy)-1-propanol 

Relevant academic research and scientific papers

Palladium-Catalyzed Chemoselective Oxidative Addition of Allyloxy-Tethered Aryl Iodides: Synthesis of Medium-Sized Rings and Mechanistic Studies

This Letter describes a Pd-catalyzed Tsuji-Trost-type/Heck reaction with allyloxy-tethered aryl iodides and aziridines. The strategy provides efficient access to benzannulated medium-sized rings via intermolecular cyclization. The substrate aryl iodide ha

Biomimetic carbene cascades enabled imine derivative migration from carbene -bearing thiocarbamates

Inspired by the body circulation of Omeprazole (irreversible proton pump inhibitor), we disclose the carbene-triggered cascades for the synthesis of 2-aminobenzofuran derivatives from N-sulfonyl-1,2,3-triazoles or benzothioazole-bearing thiocarbamates, which represents an unprecedented imine derivative migration process. Furthermore, the desulfurizing reagent-free Barton-Kellogg-type reactions starting from N-sulfonyl-1,2,3-triazoles have also been achieved for the first time, and elemental sulfur is confirmed as a byproduct during this transformation. Both experimental data and DFT calculations further thoroughly explained the unique reactivity.

Pd-Catalyzed ipso, meta-Dimethylation of ortho-Substituted Iodoarenes via a Base-Controlled C-H Activation Cascade with Dimethyl Carbonate as the Methyl Source

A methyl group can have a profound impact on the pharmacological properties of organic molecules. Hence, developing methylation methods and methylating reagents is essential in medicinal chemistry. We report a palladium-catalyzed dimethylation reaction of ortho-substituted iodoarenes using dimethyl carbonate as a methyl source. In the presence of K2CO3 as a base, iodoarenes are dimethylated at the ipso- and meta-positions of the iodo group, which represents a novel strategy for meta-C-H methylation. With KOAc as the base, subsequent oxidative C(sp3)-H/C(sp3)-H coupling occurs; in this case, the overall transformation achieves triple C-H activation to form three new C-C bonds. These reactions allow expedient access to 2,6-dimethylated phenols, 2,3-dihydrobenzofurans, and indanes, which are ubiquitous structural motifs and essential synthetic intermediates of biologically and pharmacologically active compounds.

Visible-Light-Induced Radical Carbo-Cyclization/ gem-Diborylation through Triplet Energy Transfer between a Gold Catalyst and Aryl Iodides

Geminal diboronates have attracted significant attention because of their unique structures and reactivity. However, benzofuran-, indole-, and benzothiophene-based benzylic gem-diboronates, building blocks for biologically relevant compounds, are unknown. A promising protocol using visible light and aryl iodides for constructing valuable building blocks, including benzofuran-, indole-, and benzothiophene-based benzylic gem-diboronates, via radical carbo-cyclization/gem-diborylation of alkynes with a high functional group tolerance is presented. The utility of these gem-diboronates has been demonstrated by a 10 g scale conversion, by versatile transformations, by including the synthesis of approved drug scaffolds and two approved drugs, and even by polymer synthesis. The mechanistic investigation indicates that the merging of the dinuclear gold catalyst (photoexcitation by 315-400 nm UVA light) with Na2CO3 is directly responsible for photosensitization of aryl iodides (photoexcitation by 254 nm UV light) with blue LED light (410-490 nm, λmax = 465 nm) through an energy transfer (EnT) process, followed by homolytic cleavage of the C-I bond in the aryl iodide substrates.

A Convenient Palladium-Catalyzed Carbonylative Synthesis of (E)-3-Benzylidenechroman-4-ones

A convenient palladium-catalyzed carbonylation reaction for the efficient synthesis of (E)-3-benzylidenechroman-4-ones has been developed. Using TFBen as a solid CO source, a range of substituted (E)-3-benzylidenechroman-4-ones were prepared in moderate to good yields with 2-iodophenols and allyl chlorides as the substrates. Additionally, substituted quinolin-4(1H)-ones can also be obtained with 2-iodoaniline as the starting material.

O -aryloxide-N-heterocyclic carbenes: Efficient synthesis of the proligands and their p -cymene ruthenium complexes

An efficient method to synthesize o-hydroxyaryl-substituted imidazoles (2-OH-3-R-5-tBuC6H2)(C3H3N2) [R = tBu (1a), H (1b)] was developed through copper-catalyzed C-N bond formation. Treatment of 1a or 1b with a halohydrocarbon in refluxing toluene afforded a series of o-hydroxyaryl imidazolinium proligands 2a-h in high yields. Reactions of proligands 2a-h with Ag2O and [(p-cymene)RuCl2]2 gave the corresponding o-aryloxide-N-heterocyclic carbene ligated p-cymene ruthenium complexes 3a-h. All the imidazolium salts and ruthenium complexes were fully characterized by 1H and 13C NMR spectra, elemental analysis, and high-resolution mass spectrometry. Without the cocatalyst or irradiation, these complexes can efficiently catalyze norbornene ring-opening metathesis polymerization. Notably, the structures of the catalysts were found to have significant effects on the catalytic activity and the properties of obtained polymers.

TRANSITION METAL COMPOUND, OLEFIN POLYMERIZATION CATALYST, AND PRODUCTION METHOD OF OLEFIN POLYMER

PROBLEM TO BE SOLVED: To provide a novel transition metal compound, and an olefin polymerization catalyst including the transition metal compound excellent in olefin polymerization activity. SOLUTION: Provided is the transition metal compound represented by the following compound (D). An olefin polymerization catalyst including the transition metal compound, preferably an organic metallic compound, organic aluminum oxy compound, and a compound reacting the transition metal compound for forming an ion pair, is also provided. COPYRIGHT: (C)2016,JPOandINPIT

Greener iodination of arenes using sulphated ceria-zirconia catalysts in polyethylene glycol

An environmentally benign method for the selective monoiodination of diverse aromatic compounds has been developed using reusable sulphated ceria-zirconia under mild conditions. The protocol provides moderate to good yields and selectively introduces iodine at the para/ortho position in monosubstituted arenes. SO42-/Ce0.07Zr 0.93O2 was found to be the best choice for the synthesis of aryl iodides in high yield, presumably due to the maximum number of acid sites (4.23 mmol g-1) among the various compositions of the catalyst system.

One-pot synthesis of 2,2′-bisbenzofurans using cuprous chloride as a catalyst

A variety of novel 5,5′-disubstituted-2,2′-bisbenzofuran derivatives were synthesized by treatment of 4-substituted-2-(2- trimethylsilylethynyl)phenyl tert-butyldimethylsilyl ether analogues with CuCl as a catalyst in 62-82% isolated yields. This novel st

Iodine(I) reagents in hydrochloric acid-catalyzed oxidative iodination of aromatic compounds by hydrogen peroxide and iodine

Hydrochloric acid activates the oxidative iodination of aromatic compounds with the iodine- hydrogen peroxide system through the formation of an iodine(I) compound as the iodinating reagent. Activation with hydrochloric acid is more powerful than that with sulfuric acid. The formation of dichloroiodic(I) acid (HICl2) with various forms of hydrogen peroxide was followed using UV spectroscopy. The HICl2 was used as the iodinating reagent. In the preparative oxidative iodinaton of various aromatic compounds, hydrochloric acid was used in a catalytic amount and the iodine(I) reagent was formed in situ with 0.5 equiv. hydrogen peroxide and 0.5 equiv. molecular iodine. Two types of reactivity were observed in oxidative iodination with iodine(I) species catalyzed by hydrochloric acid: in the iodination of anisole 1a better yields of iodination were observed with a smaller amount of hydrochloric acid, while on the contrary 4-tert-butyltoluene 1b gave better yields of iodination upon increasing the amount of hydrochloric acid. Reactivity was further manipulated by the choice of the solvent (MeCN, trifluoroethanol, hexafluoro-2-propanol). Copyright