14381-51-2

Usage

Uses

Used in Pharmaceutical Industry:
3-Bromobenzene-1,2-diol is used as a pharmaceutical intermediate for the synthesis of various drugs. Its unique chemical structure allows it to be a key component in the development of new medications, particularly those targeting specific biological pathways or receptors.
Used in Agrochemical Industry:
In the agrochemical industry, 3-Bromobenzene-1,2-diol is employed as an intermediate in the production of various agrochemicals. Its properties make it suitable for the development of compounds that can be used in the agricultural sector for pest control, crop protection, and other related applications.
Chemical Properties:
3-Bromobenzene-1,2-diol is characterized by its needle-like crystalline structure, which is a result of its molecular arrangement and intermolecular forces. This physical form is important for its handling, storage, and use in various applications, as it can influence the compound's solubility, reactivity, and stability.

Synthesis Reference(s)

Journal of the American Chemical Society, 69, p. 2241, 1947 DOI: 10.1021/ja01201a514

InChI:InChI=1/C6H5BrO2/c7-4-2-1-3-5(8)6(4)9/h1-3,8-9H

Upstream product

• 5424-43-1 3-bromoveratrole 
• 28165-49-3 6-bromoguaiacol 
• 108-86-1 bromobenzene 
• 1829-34-1 2-hydroxy-3-bromobenzaldehyde 
• 95-56-7 2-hydroxybromobenzene 
• 50-00-0 formaldehyd 
• 591-20-8 3-Bromophenol 
• 2040-89-3 2-bromo-6-fluorophenol 
• 120-80-9 benzene-1,2-diol 
• 67451-62-1 cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene 

Downstream Products

• 290818-46-1 1,2-diacetoxy-3-bromobenzene 
• 6698-13-1 4-bromo-benzo[1,3]dioxole 
• 1095422-53-9 dibenzyl 2,2'-(3-bromo-1,2-phenylene)bis(oxy)bis(ethane-2,1-diyl)dicarbamate 
• 1397495-51-0 tert-butyl 2-(2-bromo-3,4-dihydroxyphenyl)-1-oxo-2,3-dihydro-1H-indene-2-carboxylate 
• 1397495-42-9 tert-butyl 2-(3-bromo-4,5-dihydroxyphenyl)-1-oxo-2,3-dihydro-1H-indene-2-carboxylate 
• 1429310-23-5 3'-bromo-4'-(3-tert-butyl-5-hydroxy-1H-pyrazol-4-yl)benzene-1',2'-diol 
• 28394-83-4 N,N'-diphenyl-o-phenylenediamine 
• 28165-49-3 6-bromoguaiacol 

Relevant academic research and scientific papers

One-pot synthesis of substituted catechols from the corresponding phenols

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Vicinal Diamination of Arenes with Domino Aryne Precursors

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A new avenue to the Dakin reaction in H2O2-WERSA

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Selective ortho-hydroxylation-defluorination of 2-fluorophenolates with a Bis(μ-oxo)dicopper(III) species

The bis(μ-oxo)dicopper(III) species [CuIII 2(μ-O)2(m-XYLMeAN)]2+ (1) promotes the electrophilic ortho-hydroxylation-defluorination of 2-fluorophenolates to give the corresponding catechols, a reaction that is not accomplishable with a (η2:η2-O2) dicopper(II) complex. Isotopic labeling studies show that the incoming oxygen atom originates from the bis(μ-oxo) unit. Ortho-hydroxylation-defluorination occurs selectively in intramolecular competition with other ortho-substituents such as chlorine or bromine. O in, F out: [CuIII2(μ-O) 2(m-XYLMeAN)]2+ is a bis(μ-oxo)dicopper(III) species and promotes the electrophilic ortho-hydroxylation-defluorination of 2-fluorophenolates to give the corresponding catechols. Isotopic labeling shows that the incoming oxygen atom originates from the bis(μ-oxo) unit. Ortho-hydroxylation-defluorination occurs selectively in intramolecular competition with other ortho-substituents such as chlorine or bromine.

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