14385-93-4

Usage

Structure

1,1'-Biphenyl, 2-iodo-4'-methyl-

Explanation

The structure refers to the arrangement of atoms in the molecule. 1,1'-Biphenyl, 2-iodo-4'-methyl- is a derivative of biphenyl, with a methyl group (CH3) attached to the 4' position and an iodine atom (I) at the 2 position.

Explanation

The functional groups are specific parts of the molecule that determine its chemical reactivity. In this case, the aromatic ring is the core structure of biphenyl, the methyl group is a simple alkyl group, and the iodine atom is a halogen.

Explanation

1,1'-Biphenyl, 2-iodo-4'-methyl- is used as a building block for creating more complex organic molecules, particularly in the fields of organic synthesis and pharmaceutical research.

Explanation

1,1'-Biphenyl, 2-iodo-4'-methylis utilized in the production of various pharmaceuticals and agrochemicals, contributing to the development of new drugs and materials.

Explanation

The chemical properties of 1,1'-Biphenyl, 2-iodo-4'-methyl- make it a useful tool for researchers in the development of new drugs and materials, due to its reactivity and structural features.

Explanation

It is important to handle 1,1'-Biphenyl, 2-iodo-4'-methylwith care, as it may pose certain health and environmental risks if not properly managed. This includes following safety protocols and guidelines to minimize exposure and contamination.

Functional Groups

Aromatic ring, methyl group, iodine atom

Application

Organic synthesis and pharmaceutical research

Usage

Production of pharmaceuticals and agrochemicals

Chemical Properties

Valuable tool in drug and material development

Safety Precautions

Potential health and environmental risks

Upstream product

• 624-31-7 4-tolyl iodide 
• 552-16-9 ortho-nitrobenzoic acid 
• 70680-21-6 4-methyl-2'-nitrobiphenyl 
• 615-42-9 1,2-Diiodobenzene 
• 5720-05-8 4-methylphenylboronic acid 
• 615-43-0 2-iodophenylamine 
• 1160553-68-3 triethyl(4'-methylbiphenyl-2-yl)silane 
• 694-80-4 2-bromo-1-chlorobenzene 
• 106-38-7 para-bromotoluene 
• 1204-43-9 2-(4-methylphenyl)aniline 
• 139769-19-0 2-amino-4'-methylbiphenyl hydrochloride 
• 583-55-1 1-Bromo-2-iodobenzene 
• 197440-05-4 (4'-Methyl-biphenyl-2-yl)-pyrrolidin-1-yl-diazene 

Downstream Products

• 70680-23-8 2,4''''-Dimethyl-1:1',2':1'',3'':1''',2''':1''''-quinquephenyl 
• 148367-39-9 4--3-(trimethylsilyl)furan 
• 114772-53-1 2-Cyano-4'-methylbiphenyl 
• 910612-13-4 9-(diphenylmethylene)-2-methyl-9H-fluorene 
• 1430-97-3 2-methyl-9H-fluorene 
• 3652-91-3 2-methyl-9H-carbazole 
• 197440-06-5 2-Butyl-3-(2'-iodo-biphenyl-4-ylmethyl)-1,3-diaza-spiro[4.4]non-1-en-4-one 
• 138401-24-8 4'-[(2-butyl-4-oxo-1,3-diazaspiro[4.4]non-1-en-3-yl)methyl]-[1,1'-biphenyl]-2-carbonitrile 
• 876173-85-2 2,7-dibromo-2'-(4-tert-butylphenyl-1H-tetrazol-5-yl)-9,9'-spirobifluorene 
• 876173-84-1 2-bromo-2'-(4-tert-butylphenyl-1H-tetrazol-5-yl)-9,9'-spirobifluorene 
• 217-59-4 triphenylene 
• 1705-84-6 2-methyltriphenylene 
• 14684-10-7 5-(4-methyl-biphenyl-2-yl)-5H-5λ⁵-[5,5']spirobi(benzo[b]phosphindole) 
• 15001-77-1 5-(4'-methyl-biphenyl-2-yl)-5H-5λ⁵-[5,5']spirobi(benzo[b]phosphindole) 

Relevant academic research and scientific papers

Preferential oxidative addition in palladium(0)-catalyzed suzuki cross-coupling reactions of dihaloarenes with arylboronic acids

The study of Pd(0)-/t-Bu3P system as a powerful catalyst for the cross-coupling of n,m-dihaloarenes with 1 equiv of arylboronic acids is described. Our work demonstrated that the fate of the regenerated Pd(0) catalyst can be controlled when the appropriate ligand is employed. The results described here may lead to the development of new, efficient processes to conjugate polymers with controlled length which are potentially useful in molecular electronics. Copyright

Synthesis of fluoren-9-ones via palladium-catalyzed cyclocarbonylation of o-halobiaryls.

The synthesis of various substituted fluoren-9-ones has been accomplished by a novel palladium-catalyzed cyclocarbonylation of o-halobiaryls. The cyclocarbonylation of 4'-substituted-2-iodobiphenyls produces very high yields of 2-substituted fluoren-9-ones bearing either electron-donating or electron-withdrawing substituents. 3'-Substituted 2-iodobiphenyls afford in excellent yields with good regioselectivity 3-substituted fluoren-9-ones. This chemistry has been successfully extended to polycyclic and heterocyclic fluorenones.

Modular Tandem Mizoroki-Heck/Reductive Heck Reactions to Construct Fluorenes from Cyclic Diaryliodoniums

Starting from cyclic diaryliodoniums and terminal alkenes, a diverse set of fluorenes is conveniently constructed. The reactions catalyzed by palladium undergo one conventional Mizoroki-Heck reaction and one reductive Heck reaction. The scope of alkenes is general, leading to 29 fluorenes which would expand the structural diversity of fluorene reservoir. (Figure presented.).

Atmosphere-Controlled Palladium-Catalyzed Divergent Decarboxylative Cyclization of 2-Iodobiphenyls and α-Oxocarboxylic Acids

A novel palladium-catalyzed divergent decarboxylative cyclization of 2-iodobiphenyls and α-oxocarboxylic acids utilizing the atmosphere as a controlled switch is reported. Under the protection of a nitrogen atmosphere, tribenzotropones are synthesized by a [4 + 3] decarboxylative cyclization. Employing a palladium/O2 system enables a [4 + 2] decarboxylative cyclization to assemble triphenylenes. Notably, preliminary mechanistic studies indicate that the formation of triphenylenes involves a double decarboxylation.

Palladium-Catalyzed C-H Amination/[2 + 3] or [2 + 4] Cyclization via C(sp3or sp2)-H Activation

This report describes a palladium-catalyzed Catellani reaction consisting of amination/[2 + 3] or [2 + 4] cyclization via a carboxylate ligand-exchange strategy. This method effectively activates ortho-substituents that avoid a second C-H palladation. The scope of substrates was broad, o-methyl-substituted iodoarenes were applied to the reaction smoothly, and o-phenyl-substituted iodoarenes can also be obtained by this method. In terms of mechanism, density functional theory calculations proved the sequence of the key five-membered aryl-norbornene-palladacycle intermediate formation and C(sp3 or sp2)-H activation.

Broad activity of diphenyleneiodonium analogues against Mycobacterium tuberculosis, malaria parasites and bacterial pathogens

In this study, a structure-activity relationship (SAR) compound series based on the NDH-2 inhibitor diphenyleneiodonium (DPI) was synthesised. Compounds were evaluated primarily for in vitro efficacy against Gram-positive and Gram-negative bacteria, commonly responsible for nosocomial and community acquired infections. In addition, we also assessed the activity of these compounds against Mycobacterium tuberculosis (Tuberculosis) and Plasmodium spp. (Malaria). This led to the discovery of highly potent compounds active against bacterial pathogens and malaria parasites in the low nanomolar range, several of which were significantly less toxic to mammalian cells.

Sequential Difunctionalization of 2-Iodobiphenyls by Exploiting the Reactivities of a Palladacycle and an Acyclic Arylpalladium Species

A novel sequential difunctionalization reaction of 2-iodobiphenyl has been developed by exploiting the distinct reactivities of a palladacycle and an acyclic arylpalladium species. In this tandem reaction, an in situ formed dibenzopalladacyclopentadiene reacts selectively with an alkyl halide, after which the thus formed acyclic arylpalladium species selectively undergoes a Heck reaction with an alkene. This work demonstrates the strong relationship between the coordination mode of a transition metal complex and its reactivity, which could shed light on the mechanisms of other transition-metal-catalyzed reactions and offer the opportunity to develop other synthetically enabling organic transformations.

Synthesis of Fluorenes Starting from 2-Iodobiphenyls and CH2Br2 through Palladium-Catalyzed Dual C-C Bond Formation

A facile and efficient approach is developed for the synthesis of fluorene and its derivatives starting from 2-iodobiphenyls and CH2Br2. A range of fluorene derivatives can be synthesized under relatively mild conditions. The reaction proceeds via a tandem palladium-catalyzed dual C-C bond formation sequence through the key dibenzopalladacyclopentadiene intermediates, which are obtained from 2-iodobiphenyls through palladium-catalyzed C-H activation.

Ni(cod)2/PCy3-catalyzed cross-coupling reactions of dihaloarenes with arylboronic acids

The Ni(0)-catalyzed cross-coupling reactions of dihaloarenes with one equivalent of arylboronic acids is described. The Ni(cod)2/PCy 3 was identified as the best catalyst system to achieve a double cross-coupling reaction, likely via an efficient preferential oxidative addition. Georg Thieme Verlag Stuttgart New York.

Easily attachable and detachable ortho-directing agent for arylboronic acids in ruthenium-catalyzed aromatic C-H silylation

(Chemical Equation Presented) o-C?H silylation of arylboronic acids has been achieved using 2-pyrazol-5-ylaniline as an orthodirecting agent, which was temporarily attached to the boronyl group via Ru-catalyzed silylation with hydrosilanes. Condensation products of arylboronic acids with2-pyrazol-5-ylaniline were prepared in situ and subjected to reaction w ith triorganosilanes in the presence of RuH2(CO)(PPh3) 3 at 135°C. Regioselective silylation at their ortho-positions proceeded in good yields for phenylboronic acids bearing para-substituents such as chloro, fluoro, methyl, methoxy, and trifluoromethyl groups. p-Methoxycarbonyl-substituted phenylboronic acid provided thecorresponding silylated product in moderate yield. m-Tolyl- and 2-napht hylboronic acids underwent silylation selectively at the less stericallyhindered ortho-positions. The silylated products were utilized in Suzuk i?Miyaura coupling, followed either by iodination with ICl or by Tamao oxidation to furnish iodine- or hydroxy-substituted biaryls.