52287-51-1

Basic information

• Product Name: 6-BROMO-1,4-BENZODIOXANE
• Synonyms: BUTTPARK 95\50-63;3,4-ETHYLENEDIOXYBROMOBENZENE;3,4-ETHYLENDIOXYBROMOBENZENE;6-BROMO-2,3-DIHYDRO-1,4-BENZODIOXIN;6-BROMO-2,3-DIHYDRO-1,4-BENZODIOXINE;6-BROMO-1,4-BENZODIOXANE;6-BROMO-2,3-DIHYDROBENZO[B][1,4]DIOXINE;4-BROMO-1,2-ETHYLENEDIOXYBENZENE
• CAS NO: 52287-51-1
• Molecular Formula: C₈H₇BrO₂
• Molecular Weight: 215.04
• EINECS: 257-817-2
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Miscellaneous;Heterocycles series;Benzodiozoles, Benzodioxines & Benzodioxepines;Halides;Aryl;Halogenated;Organohalides;Bromine Compounds;Benzodiozoles, Benzodioxines & Benzodioxepines;Benzodioxanes;BenzodioxanesHeterocyclic Building Blocks;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 52287-51-1.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 259-260 °C(lit.)
• Flash Point: >230 °F
• Appearance: Colorless to pale yellow/Liquid
• Density: 1.598 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.022mmHg at 25°C
• Refractive Index: n20/D 1.588(lit.)
• Storage Temp.: Room temperature.
• BRN: 6223
• CAS DataBase Reference: 6-BROMO-1,4-BENZODIOXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-BROMO-1,4-BENZODIOXANE(52287-51-1)
• EPA Substance Registry System: 6-BROMO-1,4-BENZODIOXANE(52287-51-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 52287-51-1(Hazardous Substances Data)

Usage

Description

6-Bromo-1,4-benzodioxane, an aryl halide, is a colorless liquid synthesized from 1,4-benzodioxane through bromination with bromine in acetic acid. It has the ability to undergo alkoxycarbonylation reactions, making it a versatile compound in the field of organic chemistry.

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 
• 175136-39-7 (7-bromo-2,3-dihydro-benzo[1,4]dioxin-6-yl)-(4-chloro-phenyl)-methanone 
• 175136-40-0 (7-bromo-2,3-dihydro-benzo[1,4]dioxin-6-yl)-(4-bromo-phenyl)-methanone 
• 280750-31-4 (benzodioxan-6-yl)[2-chloro-4-(E-((4-acetylpiperazin-1-yl)carbonyl)ethenyl)phenyl]sulfide 
• 126382-18-1 6-(3,4,5-trimethoxybenzoyl)-2,3-dihydro-1,4-benzodioxin 
• 503269-72-5 (2,3-dihydro-1,4-benzodioxin-6-yl)diphenylphosphine 
• 445380-60-9 (2,3-dihydro-1,4-benzodioxin-6-yl)phospane oxide 
• 58169-24-7 6-allyl-1,4-benzodioxane 
• 757961-49-2 (2,3-dihydro-benzo[1,4]dioxin-6-yl)-(3,5-dimethoxy-phenyl)-methanol 
• 757961-68-5 (2,3-dihydro-benzo[1,4]dioxin-6-yl)-(3,4-dimethoxy-phenyl)-methanol 
• 757961-72-1 (2,3-dihydro-benzo[1,4]dioxin-6-yl)-(3-ethoxy-4-methoxy-phenyl)-methanol 
• 851958-69-5 (2,3-dihydro-benzo[1,4]dioxin-6-yl)-(3-methoxy-phenyl)-methanol 
• 851958-73-1 (2,3-dihydro-1,4-benzodioxin-6-yl)(4-methoxyphenyl)methanol 
• 17253-11-1 2,3-dihydro-1,4-benzodioxin-6-ylacetic acid 

Relevant articles and documents

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.

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)

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.