105906-36-3

Basic information

• Product Name: MONOBROMODIBENZO-PARA-DIOXIN
• Synonyms: 2-BROMODIBENZO-PARA-DIOXIN;2-bromodibenzo-p-dioxin;2-Bromo-Dibenzo[b,e][1,4]dioxin;2-Bromooxanthrene
• CAS NO: 105906-36-3
• Molecular Formula: C₁₂H₇BrO₂
• Molecular Weight: 263.09
• Mol File: 105906-36-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 329.2°Cat760mmHg
• Flash Point: 152.3°C
• Appearance: /
• Density: 1.6g/cm³
• Vapor Pressure: 0.000344mmHg at 25°C
• Refractive Index: 1.651
• CAS DataBase Reference: MONOBROMODIBENZO-PARA-DIOXIN(CAS DataBase Reference)
• NIST Chemistry Reference: MONOBROMODIBENZO-PARA-DIOXIN(105906-36-3)
• EPA Substance Registry System: MONOBROMODIBENZO-PARA-DIOXIN(105906-36-3)

Safety Data

• Hazardous Substances Data: 105906-36-3(Hazardous Substances Data)

Usage

General Description

MONOBROMODIBENZO-PARA-DIOXIN, also known as monoBDD, is a chemical compound consisting of a single bromine atom attached to a dibenzo-p-dioxin molecule. It is a member of the dioxin family, which are highly toxic and persistent environmental pollutants. MONOBROMODIBENZO-PARA-DIOXIN is formed as a byproduct in the production of brominated flame retardants, and can also be found in industrial waste and emissions. It is known to have toxic effects on both humans and animals, and is classified as a persistent organic pollutant (POP). Exposure to MONOBROMODIBENZO-PARA-DIOXIN has been linked to a range of adverse health effects, including developmental and reproductive disorders, as well as cancer. Due to its toxicity and environmental persistence, efforts are being made to regulate and reduce the release of MONOBROMODIBENZO-PARA-DIOXIN into the environment.

InChI:InChI=1/C12H7BrO2/c13-8-5-6-11-12(7-8)15-10-4-2-1-3-9(10)14-11/h1-7H

Upstream product

• 262-12-4 dioxin 
• 348-61-8 1-bromo-3,4-difluorobenzene 
• 120-80-9 benzene-1,2-diol 
• 139458-06-3 2-trimethylsilyldibenzo<1,4>dioxin 
• 95-50-1 1,2-dichloro-benzene 

Downstream Products

• 868380-13-6 dibenzo[b,e][1,4]dioxin-2-ylboronic acid 

Relevant articles and documents

Synthesis of mixed halogenated dibenzodioxins (X = Br, Cl)

The conversion of dibenzodioxin with CuCl2x2H2O and CuBr2 results in polyhalogenated dibenzodioxins. Besides the chlorinated compounds, bromination stages 1 to 5 are obtained at chlorination levels of 0 to 7 for monobromo-, 0 to 7 for dibromo-, 0 to 4 for tribromo-, 0 to 3 for tetrabromo-, and 0 to 1 for pentabromodibenzodioxin. The 2,3,7,8 position is halogenated preferentially.

SYNTHESIS AND PROPERTIES OF SOME BROMINE-CONTAINING DIBENZO-p-DIOXINS

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Syntheses of dibenzodioxin derivatives via iron complexes, and further functionalizations via directed metallation

Double nucleophilic aromatic substitution reactions between (cyclopentadienyl)(η6-1,2-dichlorobenzene)iron(1 +) salts and substituted 1,2-benzenediols have been carried out under mild conditions to prepare 6-dibenzodioxin>iron(1 +) complexes functionalized in the 1- or 2-position with an alkyl, aldehyde, carboxylic acid, methoxycarbonyl, carboxamide, or hydroxy group. 3-Methyl- and 4-methyl-(η6-1,2-dichlorobenzene)iron complexes were treated with substituted 1,2-benzenediols to effect functionalization of both aromatic rings of the heterocycle.The dibenzodioxin ligands were liberated routinely by irradiation with ultraviolet light.Directed deprotonation of the free functionalized dibenzodioxins with an alkyllithium reagent followed by quenching with a variety of electrophiles yielded further derivatives, including two new isoindolone systems.