6310-44-7

Usage

Uses

Used in Organic Synthesis:
3,4-DIBROMO-4-PHENYL-2-BUTANONE is used as a reagent in various chemical reactions for organic synthesis. Its unique structure and properties make it a valuable component in the creation of new compounds and materials.
Used in Research Laboratories:
3,4-DIBROMO-4-PHENYL-2-BUTANONE is utilized in research laboratories for conducting experiments and studying chemical reactions. Its reactivity and properties allow researchers to explore new pathways and mechanisms in chemical processes.
Used in Pharmaceutical Industry:
3,4-DIBROMO-4-PHENYL-2-BUTANONE may have applications in the pharmaceutical industry as a starting material or intermediate in the synthesis of pharmaceutical compounds. Its unique structure could contribute to the development of new drugs and therapies.
Used in Agrochemical Industry:
3,4-DIBROMO-4-PHENYL-2-BUTANONE may also find use in the agrochemical industry, where it could be employed as a precursor or intermediate in the synthesis of agrochemical products such as pesticides and herbicides.
Safety Precautions:
Due to its potentially harmful effects, proper safety precautions and handling protocols should be followed when working with 3,4-DIBROMO-4-PHENYL-2-BUTANONE. This includes the use of appropriate personal protective equipment, working in well-ventilated areas, and adhering to established safety guidelines.

InChI:InChI=1/C10H10Br2O/c1-7(13)9(11)10(12)8-5-3-2-4-6-8/h2-6,9-10H,1H3

Upstream product

• 122-57-6 1-Phenylbut-1-en-3-one 
• 1896-62-4 (E)-benzalacetone 
• 937-53-1 (Z)-4-phenylbut-3-en-2-one 

Downstream Products

• 854469-42-4 4-phenyl-3,4-dipiperidino-butan-2-one 
• 26175-40-6 4-phenethyl-thiazol-2-ylamine 
• 71127-25-8 (Z)-4-Imidazol-1-yl-4-phenyl-but-3-en-2-one 
• 31207-17-7 3-bromo-4-phenyl-but-3-en-2-one 
• 24963-16-4 1-(1-cyclohexyl-3-phenyl-aziridin-2-yl)-ethanone 
• 22965-96-4 (Z)-3-bromo-4-phenyl-3-buten-2-one 
• 1896-62-4 (E)-benzalacetone 
• 50515-42-9 4-methoxy-4-phenyl-3-buten-2-one 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 32644-22-7 1-methyl-3-phenylallene 
• 300706-96-1 (E)-3-Bromo-4-phenylbut-3-en-2-ol 
• 405933-21-3 (E)-3-bromo-4-phenylbut-3-en-2-yl 2,2,2-trichloroacetate 
• 405933-19-9 (Z)-3-bromo-4-phenylbut-3-en-2-yl 2,2,2-trichloroacetate 

Relevant academic research and scientific papers

Dibrominated addition and substitution of alkenes catalyzed by Mn2(CO)10

A practical method for the dibromination of alkenes without using molecular bromine is consistently appealing in organic synthesis. Herein, we report Mn-catalyzed dibrominated addition and substitution of alkenes only with N-bromosuccinimide, producing a variety of synthetically valuable dibrominated compounds in moderate to high yields. This journal is

Nucleophilic halo-michael addition under lewis-base activation

A simple and general conjugate nucleophilic halogenation is presented. The THTO/halosilane combination has shown the ability to act as a nucleophilic halide source in the conjugate addition to a variety of Michael acceptors. In addition, a straightforward diastereoselective halogen installation using α,β-unsaturated acyloxazolidinones as platforms has been developed.

Hexamethonium bis(tribromide) (HMBTB) a recyclable and high bromine containing reagent

A recyclable and high bromine containing di-(tribromide) reagent, hexamethonium bis(tribromide) (HMBTB) has been synthesized and utilized for the bromination of various organic substrates. The spent reagent hexamethonium bromide (HMB) can be effectively recycled by regenerating and reusing it without significant loss of activity. The crystalline and stable bis(tribromide) is an effective storehouse of very high percentage of active bromine requiring just half an equivalent of it for complete bromination. Both the Br3- moieties in HMBTB are nearly linear with Br-Br-Br angle of 179.55°.

Nucleophilic substitution of α-haloenones with phenols

The α-haloenones undergo cine-substitution upon reaction with phenolic reagents under basic conditions. A convenient method for the synthesis of push-pull aroxyenones was developed based on this reaction.

Experimental and Theoretical Study of an Intramolecular CF3-Group Shift in the Reactions of α-Bromoenones with 1,2-Diamines

The reactions of trifluoromethylated 2-bromoenones and N,N′-dialkyl-1,2-diamines have been studied. Depending on the structures of the starting compounds, the formation of 2-trifluoroacetylpiperazine or 3-trifluoromethylpiperazine-2-ones was observed. The mechanism of the reaction is discussed in terms of multistep processes involving sequential substitution of bromine in the starting α-bromoenones and intramolecular cyclization of the captodative aminoenones as key intermediates to form the target heterocycles. The results of theoretical calculations are in perfect agreement with the experimental data. The unique role of the trifluoromethyl group in this reaction is demonstrated.

Halocarbocyclization versus dihalogenation: Substituent directed iodine(iii) catalyzed halogenations

The nucleophilicity of the substituents in iodobenzene pre-catalysts have a huge impact on product selectivity in iodine(iii) triggered halogenations, steering the reactivity from solely carbocyclizations towards dihalogenations. Utilizing this catalyst-dependent reactivity a diastereo- and chemoselective dihalogenation method was established allowing the conversion of structurally and electronically diverse unsaturated compounds in excellent yields.

I2O5-mediated bromohydroxylation and dibromination of olefins using KBr in water

An efficient and green bromohydroxylation and dibromination of various olefins mediated by I2O5 has been developed in this work. A series of olefins gave the corresponding α-bromo-alcohols and dibromides as the major products using KBr as the brominating reagent in aqueous medium at room temperature. The diastereo- and regio-selectivities are extremely high.

Aqueous Et4NBrO3/KBr as a versatile and environmentally benign source of bromine for the selective trans-bromination of alkenes

An aqueous solution of tetraethyl ammonium bromate and potassium bromide is found to be an environmentally benign source of bromine at ambient temperature. This reagent is used for selective trans-dibromination of several substituted alkenes. The reaction conditions are mild and the yield of the products are high and other possible by-products such as bromohydrin formation and aromatic substitution have not been observed.

Alkoxybromination of olefins using ammonium bromide and oxone

A mild, efficient, and highly regio- and stereoselective method for the methoxy and ethoxy bromination of olefins has been developed using NH 4Br as a bromine source and Oxone as an oxidant. Various kinds of olefins (aromatic, linear, and cyclic olefins) afforded the corresponding alkoxy brominated products in moderate to excellent yields. Taylor & Francis Group, LLC.

Direct sustainable bromination of alkenes in aqueous media and basic ionic liquids

Electron-rich and electron-poor alkenes have been dibrominated using a rapid and sustainable procedure. The reactions were conducted in aqueous medium and basic ionic liquids which catalyzed the direct addition of bromine. The protocol leads to remarkable results, high yields under mild conditions, complete chemo- and stereo-selectivity and allows the recycling of ionic liquids, reducing costs, and environmental impact.