69076-62-6

Usage

Uses

Used in Pesticide and Fungicide Applications:
2,4,6-Tribromo-3-nitrophenol is used as a pesticide and fungicide for its ability to control and prevent the growth of unwanted organisms that can damage crops and other plants. Its effectiveness in this application is attributed to its chemical properties that can disrupt the biological processes of pests and fungi.
Used in Industrial and Agricultural Applications:
In the industrial sector, 2,4,6-Tribromo-3-nitrophenol is utilized in the synthesis of various organic compounds, contributing to the production of a range of chemical products. Within agriculture, it plays a crucial role in protecting crops from diseases and pests, thereby ensuring higher yields and better crop quality.
Used in Chemical Synthesis:
2,4,6-Tribromo-3-nitrophenol is used as a key intermediate in the synthesis of other organic compounds. Its unique structure allows it to participate in various chemical reactions, making it a valuable component in the creation of new chemical entities for different applications.

InChI:InChI=1/C6H2Br3NO3/c7-2-1-3(8)6(11)4(9)5(2)10(12)13/h1,11H

Upstream product

• 110-89-4 piperidine 
• 859077-17-1 (2,4-dinitro-phenyl)-(2,4,6-tribromo-3-nitro-phenyl)-ether 
• 554-84-7 meta-nitrophenol 
• 51686-79-4 2,4,6-tribromo-1,3-dinitrobenzene 
• 141-52-6 sodium ethanolate 
• 7664-93-9 sulfuric acid 
• 7726-95-6 bromine 
• 127-09-3 sodium acetate 
• 64-19-7 acetic acid 
• 32019-71-9 (2,4-dinitro-phenyl)-(2,4,6-tribromo-phenyl)-ether 
• 99-09-2 3-nitro-aniline 
• 873981-08-9 2,4,6-tribromo-3-nitro-anisole 

Downstream Products

• 132331-08-9 2,4,6-tribromo-3-hydroxyaniline 
• 132331-09-0 2,6-dibromo-3,4-dinitro-phenol 

Relevant academic research and scientific papers

Graphene Oxide Promoted Oxidative Bromination of Anilines and Phenols in Water

The mildly acidic and oxidative nature of graphene oxide, with its large surface area available for catalytic activity, has been explored in aromatic nuclear bromination chemistry for the first time. The versatile catalytic activity of graphene oxide (GO) has been used to selectively and rapidly brominate anilines and phenols in water. The best results were obtained at ambient temperatures using molecular bromine in a protocol promoted by oxidative bromination catalyzed by GO; these transformations proceeded with 100% atom economy with respect to bromine and high selectivities for the tribromoanilines and -phenols. Reduced graphene oxide (r-GO) was observed to form after the second recycle (third use) of GO. This technique is also effective with N-bromosuccinimide (NBS) as the brominating reagent. In the case of NBS, reactions were instantaneous and the GO displayed excellent recyclability without any loss of activity over several cycles.

N-dealkylative SNAr reaction using aromatic halides: Synthesis of dihydrobenzoxazine and tetrahydrobenzoxazepine derivatives

An efficient protocol for the synthesis of dihydrobenzoxazine and tetrahydrobenzoxazepine derivatives has been developed using haloarenes involving N-dealkylative SNAr reaction. The method employs a wide variety of substrates and features the f

Regioselective monobromination of substituted phenols in the presence of β-cyclodextrin

Cyclodextrin acts as a restricting nanovessel to enhance regioselectivity in bromination of substituted phenols such as 3-nitrophenol, 2-chlorophenol, 3-chlorophenol, and 4-chlorophenol. In contrast to solution bromination, cyclodextrin facilitates regioselective monobromination and formation of polybrominated products are substantially reduced. Selectivities in brominations are also observed in water and in the solid state. The observed results are rationalized on the basis of specific modes of inclusion of substituted phenols inside the cyclodextrin cavity and find strong support from energy minimization studies and 1H-1H NOESY.

Bromination of Phenols by Use of Benzyltrimethylammonium Tribromide

The reaction of phenols with benzyltrimethylammonium tribromide in dichloromethane-methanol for 1 h at room temperature gave polybromophenols in good yields.