6575-12-8

Usage

Uses

Used in Pharmaceutical Industry:
2,6-Dibromobenzonitrile is used as a building block for the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical industry, 2,6-Dibromobenzonitrile serves as a key intermediate in the production of agrochemicals, aiding in the development of effective pest control and crop protection solutions.
Used in Material Science:
2,6-Dibromobenzonitrile is utilized as a component in the synthesis of advanced materials, enhancing their properties and expanding their applications in various fields.
Used in Dye Production:
As an intermediate in the production of dyes, 2,6-Dibromobenzonitrile plays a crucial role in the development of new dyes for various industries, including textiles, plastics, and printing inks.
Used in Environmental Management:
Given its potential environmental impact, 2,6-Dibromobenzonitrile is also used in the development of safety guidelines and protocols for its proper handling, disposal, and management to minimize its adverse effects on aquatic organisms and the environment.

InChI:InChI=1/C7H3Br2N/c8-6-2-1-3-7(9)5(6)4-10/h1-3H

Upstream product

• 608-30-0 2,6-dibromoaniline 
• 100-47-0 benzonitrile 
• 544-92-3 copper(I) cyanide 
• 151-50-8 potassium cyanide 
• 13402-32-9 1,3-dibromo-2-nitrobenzene 
• 89692-43-3 C₇H₅Br₂NO 
• 10442-39-4 tetra-n-butylammonium cyanide 
• 1897-52-5 2,6 difluorobenzonitrile 
• 77326-36-4 2-amino-6-fluorobenzonitrile 
• 79544-27-7 2-bromo-6-fluorobenzonitrile 
• 77326-62-6 2-amino-6-bromobenzonitrile 

Downstream Products

• 601-84-3 2,6-dibromobenzoic acid 
• 96237-91-1 2,6-dibromobenzamide 
• 59870-37-0 2,6-dibromobenzoyl chloride 
• 96237-99-9 1-(2,6-dibromobenzoyl)-2-(p-nitrobenzoyl)hydrazine 
• 1039766-04-5 C₁₄H₁₁Br₂ClN₂ 
• 1039766-16-9 C₁₃H₁₆Br₂N₂ 
• 1039765-55-3 C₁₈H₂₀Br₂N₂ 

Relevant academic research and scientific papers

Preparation method of 2,6-dibromoaniline

The invention discloses a preparation method of 2,6-dibromoaniline. According to the method, 2,6-difluorobenzonitrile is used as an initial raw material, and the 2,6-dibromoaniline is synthesized through six steps of reactions including ammonolysis, diazotization bromination, re-ammonolysis, re-diazotization bromination, amidation and Hofmann degradation. The 2,6-dibromoaniline obtained in the process is a brown solid, and the purity of the 2,6-dibromoaniline is 98% or above.

Copper-free Sandmeyer cyanation of arenediazonium o-benzenedisulfonimides

Arene and heteroarenediazonium o-benzenedisulfonimides can be used as efficient reagents in Sandmeyer cyanation. This work reports such reactions carried out by us under very mild conditions using tetrabutyl ammonium cyanide as a safe cyanide source and, interestingly, without the need for a Cu catalyst. The reactions have given rise to aryl nitriles in good yields (25 examples, average yield 75%). A good amount of o-benzenedisulfonimide was recovered from each reaction and then reused to prepare other salts. Mechanistic insights have allowed us to highlight the fundamental role of the o-benzenedisulfonimide anion as an electron transfer agent.

Benzene-cored AIEgens for deep-blue OLEDs: High performance without hole-transporting layers, and unexpected excellent host for orange emission as a side-effect

Great efforts have been devoted to explore efficient fluorescent materials, especially deep-blue luminogens, for organic light emitting diodes (OLEDs). In this paper, according to the design idea of creating luminogens with the characteristic of aggregation induced emission (AIE), four new benzene-cored luminogens with very simple structure have been intelligently designed, in which, without an additional hole-transporting layer (such as NPB), 3TPA-CN exhibited deep-blue emission and high performance in a simple nondoped LED device with a current efficiency (CE) of 5.21 cd A-1, external quantum efficiency (EQE) of 3.89%, and CIE coordinates of (0.15, 0.14). Excitingly, as a wonderful side-effect, 3TPA-CN can serve as an excellent host for orange emissive phosphorescent OLEDs (PhOLEDs), with a maximum current and power efficiency of 57.4 cd A-1 and 52.0 lm W-1, respectively, and a corresponding maximum EQE of 18.2%, higher than that of CBP (15.7%), one popular host for orange PhOLEDs, under the same conditions, thus broadening the utilization of AIEgens as host in PhOLEDs.

Electroorganic synthesis of nitriles via a halogen-free domino oxidation-reduction sequence

A direct electroorganic sequence yielding nitriles from oximes in undivided cells is reported. Despite the fact that intermediate nitrile oxides might be formed, the method is viable to prepare benzonitriles without substituents ortho to the aldoxime moiety. This constant current method is easy to perform for a broad scope of substrates and employs common electrodes, such as graphite and lead.

N-Substituted Glycine Derivatives: Prolyl Hydroxylase Inhibitors

The invention described herein relates to certain pyrimidinedione N-substituted glycine derivatives of formula (I) which are antagonists of HIF prolyl hydroxylases and are useful for treating diseases benefiting from the inhibition of this enzyme, anemia being one example.

Transmetalation and Reverse Transmetalation on Ortho-Activated Aromatic Compounds: A Direct Route to o,o'-Disubstituted Benzenes

Mercury Substitution ortho to appropriately activated benzenes was achieved by using the reagent lithium tetramethylpiperidide (LiTMP)/ mercuric chloride.LiTMP provides for lithiation ortho to the activating group; HgCl2 functions as an in situ trap effecting mercury-for-lithium transmetalation.Ortho, ortho'-dimercuration was also observed; this occurs by iteration of the transmetalation process.The effects of major variables on these reactions were studied by using primarily N,N-diethylbenzamide as the activated substrate.Isopropyl benzoate, 2-phenyl-4,4-dimethyloxazoline, etc. were found to behave similarly.The mercurated aromatics could be converted to the corresponding haloaromatics in excellent yield, providing, for example, a good synthesis of o,o'-diiodo-N,N-diethylbenzamide, otherwise difficultly accessible.Reverse transmetalation methodology was employed to prepare o,o'-dilithiated-N,N-diethylbenzamide, which was characterized by its reactions with electrophiles.

Substitution Reactions of Phenylated Aza-Heterocycles. Part 2. Bromination of Some 2,5-Diaryl-1,3,4-oxadiazoles

Electrophilic bromination of the title compounds may be achieved using either bromine in oleum, or bromine and potassium bromate in a sulphuric-acetic acid mixture.Under the milder reaction conditions provided by the latter, 2-(p-nitrophenyl)-5-phenyl-1,3,4-oxadiazole (2), the model compound used in this study, is mono- and di-brominated in the phenyl ring.In the first bromination step, all three monobromo-isomers are produced in appreciable amount.The orientation of the second bromination is controlled entirely by the first bromine and not by the oxadiazole substituent: this is confirmed by a separate study of the bromination of the three monobromo-compounds (3a-3c).