89284-52-6

Usage

Uses

Used in Pharmaceutical Industry:
1,4-DIBROMO-2-IODOBENZENE is used as a synthetic intermediate for the development of new pharmaceuticals, leveraging its reactivity to form complex organic molecules with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 1,4-DIBROMO-2-IODOBENZENE is utilized as a precursor in the synthesis of various agrochemicals, contributing to the creation of compounds that can be used in pest control and crop protection.
Used in Advanced Materials Industry:
1,4-DIBROMO-2-IODOBENZENE is employed as a key component in the production of advanced materials, where its unique structure and reactivity are harnessed to develop new materials with specialized properties for diverse applications.
Used in Medicinal Chemistry Research:
As an important intermediate in medicinal chemistry, 1,4-DIBROMO-2-IODOBENZENE is used for designing and synthesizing biologically active compounds, which may lead to the discovery of new drugs and therapeutic agents.

InChI:InChI=1/C6H3Br2I/c7-4-1-2-5(8)6(9)3-4/h1-3H

Upstream product

• 106-37-6 1.4-dibromobenzene 
• 21473-01-8 2-naphthalenylmagnesium bromide 
• 63262-06-6 1,4-dibromo-2,5-diiodobenzene 
• 873-77-8 (4-chlorphenyl)magnesium bromide 
• 28987-79-3 m-tolylmagnesium bromide 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 703-55-9 1-naphthylmagnesiumbromide 
• 2633-66-1 2-mesitylmagnesium bromide 
• 7553-56-2 iodine 
• 7697-37-2 nitric acid 
• 64-19-7 acetic acid 
• 3638-73-1 2,5-dibromoaniline 
• 615-36-1 2-bromoaniline 
• 29632-73-3 2-Bromo-4-iodoaniline 

Downstream Products

• 383421-27-0 4-(2,5-dibromo-phenyl)-2-methyl-but-3-yn-2-ol 
• 791114-82-4 1,4-dibromo-4-(phenylethynyl)benzene 
• 50637-63-3 2,8-dibromochrysene 

Relevant academic research and scientific papers

Energy-level tuning of poly(p-phenylenebutadiynylene) derivatives by click chemistry-type postfunctionalization of side-chain alkynes

A series of poly(p-phenylenebutadiynylene) polymers substituted with electron-rich alkynes as the side chain were synthesized by homocoupling polymerization of asymmetric bifunctional monomers. The electron-rich alkynes underwent "click chemistry" with te

Bicyclic Phenyl–Ethynyl Architectures: Synthesis of a 1,4-Bis(phenylbuta-1,3-diyn-1-yl) Benzene Banister

The novel diacetylene bridged terphenylic macrocycle 1 is presented and discussed in the context of rotationally restricted “Gel?nder” oligomers. The 1,4-bis(phenylbuta-1,3-diyn-1-yl) benzene bridge of diacetylene 1 is significantly longer than its terphenyl backbone, forcing the bridge to bend around the central pylon. The synthesis of molecule 1 is based to a large extent on acetylene scaffolding strategies, profiting from orthogonal alkyne protection groups to close both macrocyclic subunits by oxidative acetylene coupling sequentially. The spatial arrangement and the dynamic enantiomerization process of the bicyclic target structure 1 are analyzed. In-depth NMR investigations not only reveal an unexpected spatial arrangement with both oligomer strands bent alongside the backbone, but also display the limited stability of the model compound in the presence of molecular oxygen.

Symmetric dye molecule with united five-membered ring as center and preparation method of symmetric dye molecule

The invention discloses symmetric dye molecules with united five-membered rings as centers and a preparation method of the symmetric dye molecules. The symmetric dye molecules have the most outstanding characteristics that novel united five-membered rings are adopted as symmetric centers, symmetric intense electron-donating groups and intense electrondrawing groups are introduced at peripheries, then the conjugative effect of overall molecules are greatly improved, and the response range of dyes is widened. Because of very good thermal stability and chemical stability, the dye molecules disclosed by the invention have very wide absorption ranges within visible light, can be applied to dye-sensitized solar cells, are good in photoelectric conversion property, have very great application prospects in energy development and utilization, and have great potential in photoelectric device application.

Functional phenylethynylene side arm poly(arylene ethynylene) conjugated polymers: Optical and electrochemical behavior for enrichment of electronic applications

The poly(arylene ethynylene) (PAE) conjugated polymers (CPs) with a donor-acceptor (D-A) side arm have been designed and synthesized using Sonogashira cross coupling in the presence of cyano methylene, or cyano thiophene gave diethynyl (A) and alkoxy and alkyl substituted diiodo aryl monomers (D). An interesting electronic response in optical measurements such as UV-visible (UV-vis) and fluorescence (FL) spectra was observed in tetrahydrofuran solvent. From the FL spectra, it was observed that the CP solutions possess an interesting long bathochromic shift when compared with the UV-vis spectra, because of the electron withdrawing, electron releasing and conjugation effects. The electrochemical and thin film UV-vis spectral measurements provided highest occupied molecular orbital-lowest unoccupied molecular orbital (HOMO-LUMO) electronic energy levels and their corresponding semiconducting electronic energy gaps (Eg) of the PAE CPs. Among the side arm CPs, polymers P1 and P5 have low Eg of 2.14 eV and 2.17 eV. The new PAE CPs are reliable for use in electronic and photonics applications.

The invention relates to a five-membered ring is connected to the core of the asymmetric dye molecule and its preparation method (by machine translation)

A category of connected five-membered ring as the center of the asymmetric dye molecule and its preparation method, the dye molecules is the major feature of the structure of the peripheral introduction through asymmetric strong electron-donating groups with strong electron withdrawing group and choose to model the availability of five-membered ring as its rigid central, greatly enhances the overall its molecule conjugated effect, expands the range of absorbing in a visible light range with the absorption intensity. The preparation of the dye molecule has a very good thermal stability and chemical stability, low-cost, high-efficiency, simple manufacturing process, excited state life long, can be used as a dye sensitizing agent is applied to the dye-sensitized solar cell, and can exhibit good photoelectric conversion performance, in the new energy development in the use and has broad application prospects in the photoelectric device in the use of a great potential. (by machine translation)

PIPERAZINE DERIVATIVES AND THEIR USE AS POSITIVE ALLOSTERIC MODULATORS OF MGLU5 RECEPTORS

This invention relates to compounds of formula (I) their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurological and psychiatric disorders associated with glutamate dysfunction such as schizophrenia or cognitive decline such as dementia or cognitive impairment. R1, R2, R3, R4, Q have meanings given in the description.

NOVEL COMPOUNDS

This invention relates to compounds of formula I their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurological and psychiatric disorders associated with glutamate dysfunction such as schizophrenia or cognitive decline such as dementia or cognitive impairment. R1, R2, R3, R4, Q have meanings given in the description.

Palladium-catalyzed aryl amination-heck cyclization cascade: A one-flask approach to 3-substituted indoles

(Chemical Equation Presented) Two for the price of one: A Pd/dppf-based catalyst provides access to the title compounds from 1,2-dihalogenated aromatic compounds and allylic amines in a single reaction flask. The initial aryl amination step occurs with excellent selectivity for the aryl iodide to ensure the formation of a single indole regioisomer, which can be functionalized in situ by N-arylation (see scheme). dba = dibenzylideneacetone, dppf = 1,1′-bis(diphenylphospanyl)ferrocene.

Generation and suppression of 3-/4-functionalized benzynes using zinc ate base (TMP-Zn-ate): New approaches to multisubstituted benzenes

We present full details of our new methods for preparing functionalized benzynes with lithium di-alkyl(2,2,6,6-tetramethylpiperidino)zincate (R 2Zn(TMP)Li) through deprotonative zincation as a key reaction. In this system, by choosing appropriate ligands for the zincate, either regioselective zincation of functionalized haloaromatics or the generation of substituted benzynes can be controlled in good yields with excellent chemoselectivity, using the same substrate. Zincation with tBu 2Zn(TMP)Li followed by electrophilic trapping or zincation with Me2Zn(TMP)Li followed by nucleophilic or diene trapping is shown to be a powerful tool for the chemoselective preparation of 1,2,3-/1,2,4- trisubstituted benzene derivatives. These methods offer far greater generality than previous methods for the synthesis of multifunctionalized benzenes. Computational/theoretical studies of the reaction mechanism of this unique benzyne formation indicated that preferential coordination of the dialkylzinc moiety of zincate to halogen is the reason for the reduced activation energy of the elimination, that is, for the formation of the benzyne. The role of the ligands on Zn in accelerating/decelerating the elimination is also discussed.

Regioselective generation of aryllithiums from substituted bromobenzenes XC6H4Br (X = 4-Br, 4-I, 4-CN, 2-CN)

Selected activated bromobenzenes XC6H4Br (X = 4-Br, 4-I, 4-CN, 2-CN) were successfully deprotonated with lithium 2,2,6,6-tetramethylpiperidide (LTMP) in THF at -80°C. Thus, 2,5-dibromo-, 2-bromo-5-iodo-, 5-bromo-2-cyano-, and 3-bromo