31928-44-6

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-4-chloro-1-iodobenzene is used as a building block for the synthesis of various pharmaceuticals. Its unique structure and reactivity allow for the creation of diverse drug molecules with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Bromo-4-chloro-1-iodobenzene serves as a key intermediate in the production of pesticides and other agrochemicals, contributing to the development of effective solutions for crop protection and management.
Used in Organic Synthesis:
As a versatile intermediate, 2-Bromo-4-chloro-1-iodobenzene is utilized in organic synthesis for the preparation of fine chemicals and advanced materials. Its ability to participate in various chemical reactions facilitates the synthesis of complex organic compounds for a wide range of applications.
Used in Production of Advanced Materials:
Due to its unique properties, 2-Bromo-4-chloro-1-iodobenzene is employed in the development of advanced materials with specific characteristics, such as high thermal stability or specialized electronic properties, for use in various industries, including electronics and materials science.
It is crucial to handle 2-Bromo-4-chloro-1-iodobenzene with care, as it is considered hazardous and potentially toxic, requiring proper safety measures during its use in research and industrial applications.

InChI:InChI=1/C6H3BrClI/c7-5-3-4(8)1-2-6(5)9/h1-3H

Upstream product

• 873-38-1 4-chloro-2-bromoaniline 
• 1260425-79-3 C₁₇H₂₁BrClNSi 
• 1232693-03-6 2-((4-chlorophenyl)diisopropylsilyl)pyridine 
• 637-87-6 1-Chloro-4-iodobenzene 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 50-53-3 2-chloro-N,N-dimethyl-10H-phenothiazine-10-propanamine 
• 1207097-79-7 C₄₄H₂₅N 
• 1207097-80-0 C₄₂H₂₅N 
• 1299410-89-1 C₂₃H₂₁BrClNSi 
• 1359766-63-4 C₂₃H₂₀ClNSi 
• 1401236-05-2 5′-chloro-2′-(phenylethynyl)biphenyl-2-carbaldehyde 
• 1262543-88-3 2-bromo-4-chloro-1-(phenylethynyl)benzene 
• 1421437-52-6 2-bromo-4-chloro-diphenylsulfide 
• 1432487-18-7 2-bromo-4-chloro-1-(p-tolylsulfinyl)benzene 
• 1446239-86-6 (3S,4S)-9H-fluoren-9-yl 4-benzoyl-7-chloro-1,1-dimethyl-3,4-dihydro-1H-benzo[c][1,2]oxasiline-3-carboxylate 
• 1446239-71-9 (5-chloro-2-(phenylethynyl)phenyl)dimethylsilanol 
• 1609661-57-5 (1-(2-bromo-4-chlorophenyl)-3-phenylpropa-1,2-dien-1-yl)diphenylphosphine oxide 
• 1609661-87-1 C₁₅H₁₀BrClO 
• 103649-27-0 (2-bromo-4-chlorophenyl)-(2-bromophenyl)amine 

Relevant academic research and scientific papers

Antimicrobial and KPC/AmpC inhibitory activity of functionalized benzosiloxaboroles

A series of 22 benzosiloxaboroles, silicon analogues of strong antimicrobial agents - benzoxaboroles, have been synthesized and tested against β-lactamases KPC- and pAmpC-producing strains of Gram-negative rods. Comprehensive structural-property relationship studies supported by molecular modelling as well as biological studies reveal that 6-B(OH)2-substituted derivative 27 strongly inhibits the activity of cephalosporinases (chromosomally encoded AmpC and plasmid encoded CMY-2) and KPC carbapenemases. It also shows strong ability to inhibit growth of the strains producing KPC-3 when combined with meropenem. In addition, halogen-substituted (mono-, di- or tetra-) benzosiloxaboroles demonstrate high antifungal activity (MIC 1.56–6.25 mg/L) against C. tropicalis, C. guilliermondii and S. cerevisiae. The highest activity against pathogenic yeasts (C. albicans, C. krusei and C. parapsilosis - MICs 12.5 mg/L) and against Gram-positive cocci (S. aureus and E. faecalis - 6.25 mg/L and 25 mg/L respectively) was displayed by 6,7-dichloro-substituted benzosiloxaborole. The studied systems exhibit low cytotoxity toward human lung fibroblasts.

Direct Transformation of Arylamines to Aryl Halides via Sodium Nitrite and N-Halosuccinimide

A one-pot universal approach for transforming arylamines to aryl halides via reaction with sodium nitrite (NaNO2) and N-halosuccinimide (NXS) in DMF at room temperature under metal- and acid-free condition is described. This new protocol that is complementary to the Sandmeyer reaction, is suggested to involve the in situ generation of nitryl halide induce nitrosylation of aryl amine to form the diazo intermediate which is halogenated to furnish the aryl halide.

Pyridine-promoted dediazoniation of aryldiazonium tetrafluoroborates: Application to the synthesis of SF5-substituted phenylboronic esters and iodobenzenes

Pyridine promotes dediazoniation of aryldiazonium tetrafluoroborates. The formed aryl radicals were trapped with B2pin2, iodine, or tetrahydrofuran to afford boronic esters, iodobenzenes and benzenes, respectively. The application to the synthesis of (pentafluorosulfanyl) phenylboronic esters, iodo(pentafluorosulfanyl)benzenes and (pentafluorosulfanyl)benzene is shown.

LIGHT-EMITTING MATERIAL FOR ORGANIC ELECTROLUMINESCENT DEVICE, ORGANIC ELECTROLUMINESCENT DEVICE USING SAME, AND MATERIAL FOR ORGANIC ELECTROLUMINESCENT DEVICE

Disclosed are a novel aromatic compound having excellent light emitting efficiency and thermal stability, a manufacturing method thereof, and an organic electroluminescent device comprising the novel aromatic compound. According to the present invention, provided are an aromatic compound forming a ring, and a novel aromatic derivative represented by chemical formula 1, which improves performance of a device. In the chemical formula 1, Z is equally or differently N (nitrogen), O (oxygen), or S (sulfur) in each case. Also, when Z is N (nitrogen), L1 is an integer of 1, and when Z is O (oxygen) or S (sulfur), L1 is an integer of 0.COPYRIGHT KIPO 2015

Structurally Diverse π-Extended Conjugated Polycarbo- and Heterocycles through Pd-Catalyzed Autotandem Cascades

The Pd-catalyzed reaction between 2,2′-dibromobiphenyls and related systems with tosylhydrazones gives rise to new π-extended conjugated polycarbo- and heterocycles through an autotandem process involving a cross-coupling reaction followed by an intramolecular Heck cyclization. The reaction shows wide scope regarding both coupling partners. Cyclic and acyclic tosylhydrazones can participate in the process. Additionally, a variety of aromatic and heteroaromatic dibromoderivatives have been employed, leading to an array of diverse scaffolds featuring a fluorene or acridine central nucleus, and containing binaphthyl, thiophene, benzothiophene and indole moieties. The application to appropriate tetrabrominated systems led to greater structural complexity through two consecutive autotandem cascades. The photophysical properties of selected compounds were studied through their absorption and emission spectra. Fluorescence molecules featuring very high quantum yields were identified, showing the potential of this methodology in the development of molecules with interesting optoelectronic properties.

NEW INDANYLOXYDIHYDROBENZOFURANYLACETIC ACID DERIVATIVES AND THEIR USE AS GPR40 RECEPTOR AGONISTS

The present invention relates to compounds of general formula (I), wherein the groups R1, R2 and m are defined as in claim 1, which have valuable pharmacological properties, in particular bind to the GPR40 receptor and modulate its activity. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

Synthesis of functionalized benzo[b]thiophenes by the intramolecular copper-catalyzed carbomagnesiation of alkynyl(aryl)thioethers

Highly functional: A copper(I)-catalyzed intramolecular carbomagnesiation under mild conditions transforms readily available alkynyl(aryl)thioethers into magnesiated benzothiophenes. Subsequent reaction with various electrophiles (acid chlorides, allyl bromides, aryl halides) provides polyfunctional benzo[b]thiophenes (see scheme). Further modification of the cyclization products affords highly diversified benzothiophene derivatives and new heterocyclic scaffolds.

The pyridyldiisopropylsilyl group: A masked functionality and directing group for monoselective ortho-Acyloxylation and ortho-Halogenation reactions of arenes

A novel, easily removable and modifiable silicon-tethered pyridyldiisopropylsilyl directing group for C-H functionalizations of arenes has been developed. The installation of the pyridyldiisopropylsilyl group can efficiently be achieved via two complementary routes using easily available 2-(diisopropylsilyl)pyridine (5). The first strategy features a nucleophilic hydride substitution at the silicon atom in 5 with aryllithium reagents generated in situ from the corresponding aryl bromides or iodides. The second milder route exploits a highly efficient room-temperature rhodium(I)-catalyzed cross-coupling reaction between 5 and aryl iodides. The latter approach can be applied to the preparation of a wide range of pyridyldiisopropylsilyl- substituted arenes possessing a variety of functional groups, including those incompatible with organometallic reagents. The pyridyldiisopropylsilyl directing group allows for a highly efficient, regioselective palladium(II)-catalyzed mono-ortho-acyloxylation and ortho-halogenation of various aromatic compounds. Most importantly, the silicon-tethered directing group in both acyloxylated and halogenated products can easily be removed or efficiently converted into an array of other valuable functionalities. These transformations include protio-, deuterio-, halo-, boro-, and alkynyldesilylations, as well as a conversion of the directing group into the hydroxy functionality. In addition, the construction of aryl-aryl bonds via the Hiyama-Denmark cross-coupling reaction is feasible for the acetoxylated products. Moreover, the ortho-halogenated pyridyldiisopropylsilylarenes, bearing both nucleophilic pyridyldiisopropylsilyl and electrophilic aryl halide moieties, represent synthetically attractive 1,2-ambiphiles. A unique reactivity of these ambiphiles has been demonstrated in efficient syntheses of arylenediyne and benzosilole derivatives, as well as in a facile generation of benzyne. In addition, preliminary mechanistic studies of the acyloxylation and halogenation reactions have been performed. A trinuclear palladacycle intermediate has been isolated from a stoichiometric reaction between diisopropyl(phenyl)pyrid-2-ylsilane (3a) and palladium acetate. Furthermore, both C-H functionalization reactions exhibited equally high values of the intramolecular primary kinetic isotope effect (kH/k D=6.7). Based on these observations, a general mechanism involving the formation of a palladacycle via a C-H activation process as the rate-determining step has been proposed.

INDENOPYRENE COMPOUND, ORGANIC THIN FILM SOLAR CELL MATERIAL USING THE SAME, AND ORGANIC THIN FILM SOLAR CELL

A specified indenopyrene compound containing a disubstituted amino group substituted with a group having a carbon number of from 1 to 40, which is a useful indenopyrene compound as an organic electronics material, and in particular, an indenopyrene compound which when used for organic thin film solar cells, displays a photoelectric conversion characteristic with high efficiency, is provided.

A general strategy toward aromatic 1,2-ambiphilic synthons: Palladium-catalyzed ortho-halogenation of PyDipSi-arenes

A general and efficient strategy to synthesize 1,2-ambiphilic aromatic and heteroaromatic synthons from haloarenes has been developed. The method involves installation of the PyDipSi directing group, and subsequent palladium-catalyzed directed ortho-halogenation of aryl silanes (see scheme; Py=2-pyridyl). The usefulness of these 1,2-ambiphilic building blocks was shown in their participation as both nucleophilic aryl silane and electrophilic aryl iodide moieties.