25812-80-0

Basic information

• Product Name: 6,7-DIBROMOBENZO(1,4)DIOXAN
• Synonyms: 6,7-DIBROMOBENZO(1,4)DIOXAN;6,7-Dibromo-2,3-dihydrobenzo[b][1,4]dioxine;6,7-dibromo-2,3-dihydro-1,4-benzodioxine
• CAS NO: 25812-80-0
• Molecular Formula: C₈H₆Br₂O₂
• Molecular Weight: 293.94
• Mol File: 25812-80-0.mol
• Article Data: 6

Chemical Properties

• Melting Point: 139.6-140.0 °C
• Boiling Point: 314.3°C at 760 mmHg
• Flash Point: 126.8°C
• Appearance: /
• Density: 1.95g/cm³
• Vapor Pressure: 0.000866mmHg at 25°C
• Refractive Index: 1.612
• Storage Temp.: Room temperature.
• CAS DataBase Reference: 6,7-DIBROMOBENZO(1,4)DIOXAN(CAS DataBase Reference)
• NIST Chemistry Reference: 6,7-DIBROMOBENZO(1,4)DIOXAN(25812-80-0)
• EPA Substance Registry System: 6,7-DIBROMOBENZO(1,4)DIOXAN(25812-80-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 25812-80-0(Hazardous Substances Data)

Usage

General Description

6,7-DIBROMOBENZO(1,4)DIOXAN is a chemical compound with the molecular formula C8H6Br2O2. It is a dioxane derivative and belongs to the class of bromobenzodioxanes. 6,7-DIBROMOBENZO(1,4)DIOXAN is used in organic synthesis and as a building block for the preparation of various pharmaceuticals and agrochemicals. Its chemical structure consists of a six-membered benzene ring with two bromine atoms attached at the 6 and 7 positions, and a dioxane ring fused to the benzene ring. 6,7-DIBROMOBENZO(1,4)DIOXAN has potential applications in the pharmaceutical and agrochemical industries, and its properties make it a valuable intermediate in the synthesis of various organic compounds.

InChI:InChI=1/C8H6Br2O2/c9-5-3-7-8(4-6(5)10)12-2-1-11-7/h3-4H,1-2H2

Upstream product

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

Downstream Products

• 860690-67-1 N-(8-amino-2,3-dihydro-benzo[1,4]dioxin-5-yl)-acetamide 
• 860690-92-2 5,8-Bis-acetylamino-2,3-dihydro-benzo[1,4]dioxin 
• 1346665-70-0 4-(7-bromo-2,3-dihydrobenzo[b][1,4]dioxin-6-yl)aniline 
• 59820-90-5 7-acetyl-6-bromo-1,4-benzodioxane 

Relevant articles and documents

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.

Bromination of arenes using I2O5-KBr in water

An efficient and environmentally benign bromination of various aromatic compounds using aN aqueous I2O5-KBr system at room temperature has been developed in this work. A series of aromatic compounds such as acetophenones, benzaldehydes, benzoic acids, anilines, amides, and aminopyridine have been successfully brominated in excellent regioselectivities and good yields under the typical reaction conditions. The features of KBr as brominating reagent, water as solvent, and mild conditions make this system an attractive synthetic procedure. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]

Synthesis of annulated dioxins as electron-rich donors for cation radical salts

The synthesis of a series of new alkoxylated linearly annulated dioxins is described together with their cyclic voltammetric behavior and some preliminary result on their ability to form cation radical salts. Of these dioxins, seven (8, 12, 19, 21, 27, 33, 34) are the first representatives of entirely new heterocyclic systems. Dioxins 8, 21, 22 and 27 gave good quality cation radical salts upon electrocrystallization. Graphical Abstract