67470-89-7

Usage

Physical appearance

White to yellow crystalline solid

Primary use

Intermediate in the synthesis of pharmaceuticals and agrochemicals

Hazard classification

Hazardous substance

Health hazards

Harmful if swallowed, inhaled, or in contact with skin

Environmental impact

Potential environmental toxin

Handling precautions

Should be handled with care

Uses in organic synthesis

Important building block for the production of other chemicals

InChI:InChI=1/C8H6Br2O2/c9-7-8(10)12-6-4-2-1-3-5(6)11-7/h1-4,7-8H

Upstream product

• 493-09-4 benzo-1,4-dioxane 

Downstream Products

• 121910-87-0 2-bromobenzo[b][1,4]dioxine 
• 131543-46-9 Glyoxal 
• 10035-10-6 hydrogen bromide 
• 120-80-9 benzene-1,2-diol 
• 5770-58-1 2-phenylbenzo[b][1,4]dioxine 
• 121910-91-6 (p-^tbutyldimethylsilyloxyphenyl)-1,4-benzodioxin 
• 121910-89-2 2-((E)-Styryl)-benzo[1,4]dioxine 
• 121910-90-5 2-(p-tolyl)benzo[b][1,4]dioxine 
• 128226-19-7 2-(2-phenyl-1-ethenyl)-1,4-benzodioxin 
• 126865-46-1 3,4-dicarbomethoxyphenoxy-2'-hydroxybenzene 
• 126865-47-2 2-(Pyridazin-4-yloxy)-phenol; hydrochloride 
• 126865-43-8 3,9a-Dihydro-9,10-dioxa-1,2-diaza-anthracene-1,2-dicarboxylic acid dibenzyl ester 
• 493-09-4 benzo-1,4-dioxane 

Relevant academic research and scientific papers

Iridium-catalyzed asymmetric hydrogenation of 2-substituted 1,4-benzodioxines

An Ir-catalyzed asymmetric hydrogenation of 2-substituted 1,4-benzodioxines was developed for the preparation of chiral 1,4-benzodioxanes, which are present in numerous biologically active compounds and natural products. Our tropos biphenyl phosphine-oxazoline ligand is essential for obtaining good ee. A broad range of substrates were tolerable to the reaction conditions and gave the corresponding hydrogenation products in excellent yields and with moderate to good enantioselectivities using the Ir-complex of our tropos phosphine-oxazoline ligand.

Novel substituted [1,4] benzodioxino[2,3-e] isoindole derivatives, method for preparing and pharmaceutical compositions containing same

Compounds of formula (I): wherein: A is as defined in the description, Y represents a group selected from an oxygen atom and a methylene group, R2 represents a hydrogen atom and in that case: R3 represents a group selected from a hydrogen atom and the groups linear or branched (C1-C6)alkyl, aryl, aryl-(C1-C6)alkyl (in which the alkyl moiety is linear or branched) and SO2CF3, or R2 and R3 form a bond, R1 represents a group selected from a hydrogen atom and the groups linear or branched (C1-C6)alkyl, aryl and aryl-(C1-C6)alkyl (in which the alkyl moiety is linear or branched) or a linear or branched (C1-C6)alkylene chain, Z1 and Z2 each represent a hydrogen atom or Z1 and Z2, together with the carbon atoms carrying them, form a phenyl group. Medicaments.

Biaryl-methanethio-, -sulphinyl- and sulphonyl derivatives

The present invention is related to chemical compositions, processes for the preparation thereof and uses of the composition. Particularly, the present invention relates to compositions that include substituted biaryl-methanesulfinyl acetamides of Formula

o-Quinone methide as a common intermediate in the pyrolysis of o-hydroxybenzyl alcohol, chroman and 1,4-benzodioxin

The product composition in the very low pressure pyrolysis (550-1210 K) of o-hydroxybenzyl alcohol (HBA), 3,4-dihydro-2H-1-benzopyran (chroman), and 1,4-benzodioxin (BD) indicates that o-quinone methide (o-QM) is the common intermediate in each case. At complete conversion of HBA, o-QM was observed as the only product and the mass spectrum of o-QM could be obtained. At higher temperatures (>950 K), o-QM is subsequently converted into benzene and CO. The thermolysis process for chroman starts with cleavage of the phenoxy-carbon bond and proceeds with ethene elimination, yielding o-QM. The high pressure rate parameters for unimolecular decay have been determined to obey kchroman/s-1 = 1015.3 exp (-269/RT). For BD only the cleavage of the phenyl-vinoxy bond has been observed, and after rearrangement and CO elimination o-QM is formed. The Arrhenius equation for the overall rate of disappearance has been found as kBD/s-1 = 1015.6 exp (-310/RT). Ultimately (1100 K) the thermolysis of BD leads to 1 mole of benzene and 2 moles of CO.