52287-51-1

Usage

Uses

Used in Chemical Synthesis:
6-Bromo-1,4-benzodioxane is used as a starting reagent for the synthesis of chiral diphosphines, such as SYNPHOS and DIFLUORPHOS. These chiral diphosphines are essential in various chemical reactions, particularly in asymmetric catalysis, where they play a crucial role in enhancing the selectivity and efficiency of the process.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 6-Bromo-1,4-benzodioxane can be utilized as a building block for the development of new drugs. Its unique chemical properties allow it to be a valuable component in the creation of novel molecular structures with potential therapeutic applications.
Used in Material Science:
6-Bromo-1,4-benzodioxane may also find applications in the field of material science, where it can be used to develop new materials with specific properties. Its ability to undergo various chemical reactions makes it a promising candidate for the synthesis of advanced polymers, coatings, and other materials with tailored characteristics.

InChI:InChI=1/C8H7BrO2/c9-6-1-2-7-8(5-6)11-4-3-10-7/h1-2,5H,3-4H2

Upstream product

• 493-09-4 benzo-1,4-dioxane 
• 120-80-9 benzene-1,2-diol 

Downstream Products

• 59820-92-7 6-bromo-7-nitro-2,3-dihydrobenzo[b][1,4]dioxine 
• 58169-24-7 6-allyl-1,4-benzodioxane 
• 17253-11-1 2,3-dihydro-1,4-benzodioxin-6-ylacetic acid 
• 280750-31-4 (benzodioxan-6-yl)[2-chloro-4-(E-((4-acetylpiperazin-1-yl)carbonyl)ethenyl)phenyl]sulfide 
• 247228-28-0 2,3-dihydrobenzo[b][1,4]dioxine-6-thiol 
• 1042131-28-1 (2,3-dihydro-benzo[1,4]dioxin-6-yl)-[4-(4-isopropyl-phenyl)-6-propargyloxy-quinazolin-2-yl]-methanol 
• 22013-33-8 6-amino-3,4-benzodioxane 
• 1201844-47-4 N-(2-chloro-5-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)pyridin-3-yl)-4-fluorobenzenesulfonamide 
• 1224889-21-7 1-(S)-para-tolylsulfinyl-3,4-ethylenedioxybenzene 

Relevant academic research and scientific papers

Cooperativity within the catalyst: alkoxyamide as a catalyst for bromocyclization and bromination of (hetero)aromatics

Alkoxyamide has been reported as a catalyst for the activation ofN-bromosuccinimide to perform bromocyclization and bromination of a wide range of substrates in a lipophilic solvent, where adequate suppression of the background reactions was observed. The key feature of the active site is the alkoxy group attached to the sulfonamide moiety, which facilitates the acceptance as well as the delivery of bromonium species from the bromine source to the substrates.

Design of twisted conjugated molecular systems towards stable multi-colored electrochromic polymers

Promising advancement of conjugated polymers in electrochromic devices require to design high-performance electrochromic polymers with rich color conversion and long-term stability under cyclic electrical loads. Here we report a new strategy in developing multi-colored electrochromic polymers with good stability via twisted conjugated molecular engineering. A series of twisted hybrid precursors are synthesized by coupling ortho-alkylenedioxybenzenes with EDOT units, and their corresponding polymers are facilely electrosynthesized at relatively low polymerization potentials. The structure-property relationships of such ortho-alkylenedioxybenzene-EDOT hybrid precursors and polymers are systematically elucidated via DFT calculations, spectral, morphological, electrochemical and spectroelectrochemical analysis, etc. We demonstrate that the dihedral angle between ortho-alkylenedioxybenzenes and EDOT moieties can substantially affect the electrochemical and electrochromic properties of polymers. As the dihedral angle and electron cloud density increases, these hybrid polymers display distinct multiple color switching nature and good overall performance including high coloration efficiency (>200 cm2 C?1), decent optical contrast (>45percent), fast switching (1 s), and excellent switching stability (96percent of optical contrast after 3500 cycling) under cyclic electrical loads. With these findings, this work will provide novel insights for rational design of stable and highly efficient multi-colored electrochromic polymers.

Containing 1, 1 - double-(4 - aminophenyl) cyclohexane group of the hole transporting material and its preparation method and application (by machine translation)

The invention discloses a containing 1, 1 - double-(4 - aminophenyl) cyclohexane group of the hole transporting material and its preparation method and application, which belongs to the perovskite technical field of solar cell. Formula 1 illustrated structure: wherein: R=type 2 or type 3 or type 4 or type 5 or type 6 or type 7 or type 8 or type 9 or type 10. The invention also disclosed the above-mentioned hole transporting material preparation method and its application. Hole transporting material of the present invention, it is easy to prepare and refining, and has higher yield; it has good solubility, easily soluble in common organic solvent; has higher HOMO energy level, the energy of the can and the perovskite material very good match; has higher hole mobility; has a relatively high glass transition temperature and thermal stability, easy to form very good amorphous film. (by machine translation)

Benzodioxane group containing hole-transport material, preparation method therefor and application of hole-transport material

The invention discloses a benzodioxane group containing hole-transport material, a preparation method therefor and an application of the hole-transport material and belongs to the technical field of perovskite solar cells. The hole-transport material has a molecular structure represented by a formula shown in the description. The invention also discloses the preparation method for the hole-transport material and the application of the hole-transport material in perovskite solar cell devices. Simultaneously, the invention also discloses a perovskite solar cell device. According to the hole-transport material disclosed by the invention, different alkyl chains are introduced to a parent nucleus or side chain so as to improve solubility; by introducing diarylamine with a spatial three-dimensional form or a carbazole group, the crystallization of the material can be avoided, and then, the stability of the material is improved; and meanwhile, due to a spatial three-dimensional structure, the solubility of the material can be improved, and then, the film forming property is improved.

In situ acidic carbon dioxide/water system for selective oxybromination of electron-rich aromatics catalyzed by copper bromide

Carbon dioxide, being one of the major greenhouse gases responsible for global warming, its atmospheric level grows ever faster since the beginning of industrial era. Great efforts have been devoted to developing versatile technologies/processes to adjust and manipulate the rapid growth of CO 2 emission. Besides CO2 capture and storage/sequestration (CCS) to control its emission, chemical utilization of the captured CO 2 (CCU) emerges to be a rational technique for economical benefits as well as environmental concerns. As for the aim of CO2 utilization, an environmentally benign CO2/water reversible acidic system was developed for the copper (II)-catalyzed selective oxybromination of electron-rich aromatics without the need of any conventional acid additive and organic solvent. Notably, up to 95% yields of the bromination products were attained with good regio-selectivity when cupric bromide was used as the catalyst and lithium bromide as a cheap and easy handling bromine source under supercritical CO2. The catalytic system worked well for electron-rich aromatics including ethers, sulfides and mesitylene. Carbonic acid in situ formed from CO2 and water is supposed to act as the proton donator in the Bronsted acid-promoted reaction. Notably, CO2 in this study serves as a reaction medium and a promoter in conjunction with water and also provides safe environment for aerobic reactions. Given with excellent reaction efficiency as well as no need of neutralization disposal, this process thus represents an environmentally friendly approach for aerobic bromination of aromatics with essential reduction of CO2 emission as well as an economically beneficial way for application of captured CO2.

Oxidative bromination of aromatic compounds using O-iodoxybenzoic acid with tetraethylammonium bromide

A mild and selective procedure for the bromination of activated arenes using o-iodoxybenzoic acid and tetraethylammonium bromide is presented. The reactions were carried out at room temperature and gave moderate to excellent yields. Copyright Taylor & Francis Group, LLC.

Preparation of isobenzofurandiones by flash vacuum pyrolysis involving retro-Diels-Alder expulsion of ethylene and concomitant C-O cleavage of methoxy or ethylenedioxy groups

Flash vacuum pyrolysis (fvp) of a number of substrates, prepared by hydrogenating adducts derived from dimethoxy- or ethylenedioxy-substituted benzynes and furan, affords isobenzofurandiones through retro-Diels-Alder expulsion of ethylene and C-O bond cleavage of the methoxy or ethylenedioxy groups. The parent isobenzofuran-4,5-dione is reactive and undergoes two-fold conjugate addition of water to afford 3,4-dihydroxybenzene-1,2-dicarboxaldehyde.

Novel diphosphines, their complexes with transisition metals and their use in asymmetric synthesis

The invention relates to novel diphosphines, in optically pure or racemic form, of formula (I): in which: R1 and R2 are a (C5-C7)cycloalkyl group, an optionally substituted phenyl group or a 5-membered heteroaryl group; and A is (CH2—CH2) or CF2. The invention further relates to the use of a compound of formula (I) as a ligand for the preparation of a metal complex useful as a chiral catalyst in asymmetric catalysis, and to the chiral metal catalysts comprising at least one ligand of formula (I).

(Diacetoxyiodo)benzene-Lithium Bromide as a Convenient Electrophilic Br+ Source

A mild and versatile procedure for the bromination of olefins and activated arenes by in situ generation of 'Br+' using (diacetoxyiodo)benzene and lithium bromide is presented. The reactions were carried out in open vessels at room temperature and were typically complete in 30 minutes. The brominated products were isolated by column chromatography, which also allowed for the isolation of the iodobenzene by-product for recycle.

SYNPHOS, a new chiral diphosphine ligand: Synthesis, molecular modeling and application in asymmetric hydrogenation

A new optically active diphosphine ligand, [(5,6),(5′,6′)-bis(ethylenedioxy)biphenyl-2,2′-diyl]bis (diphenylphosphine) (SYNPHOS) has been synthesized and used in ruthenium-catalyzed asymmetric hydrogenation. This new ligand has been compared to other diphosphines (BINAP and MeO-BIPHEP), regarding their dihedral angles and the enantioselectivity in the ruthenium mediated hydrogenation reaction.