38895-96-4

Usage

Uses

Used in Organic Synthesis:
2,3-dibromo-3-(4-nitrophenyl)propiophenone is used as a reagent for the introduction of bromine atoms into organic molecules, which is crucial for the synthesis of a variety of compounds. Its high reactivity makes it a preferred choice in this application.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2,3-dibromo-3-(4-nitrophenyl)propiophenone is utilized as an intermediate in the synthesis of various drugs. Its role in creating specific molecular structures is vital for the development of new medicinal compounds.
Used in Agrochemical Industry:
Similarly, in the agrochemical sector, 2,3-dibromo-3-(4-nitrophenyl)propiophenone serves as an intermediate for the preparation of different agrochemicals, contributing to the creation of substances that are essential for agricultural applications.
Used in Research and Development:
2,3-dibromo-3-(4-nitrophenyl)propiophenone is also used as a research tool in the development of new chemical entities. Its unique properties allow scientists to explore its potential in creating novel compounds with specific functions and applications.
Safety Note:
It is important to handle 2,3-dibromo-3-(4-nitrophenyl)propiophenone with care due to its toxic nature. It should be used in a controlled laboratory setting with appropriate safety measures to ensure the well-being of individuals involved in its manipulation and synthesis processes.

InChI:InChI=1/C15H11Br2NO3/c16-13(10-6-8-12(9-7-10)18(20)21)14(17)15(19)11-4-2-1-3-5-11/h1-9,13-14H

Upstream product

• 1222-98-6 4-nitrochalcone 
• 555-16-8 4-nitrobenzaldehdye 
• 98-86-2 acetophenone 
• 38270-12-1 (Z)-2-bromo-3-(4-nitrophenyl)-1-phenylprop-2-en-1-one 
• 2960-55-6 (E)-3-(4-nitrophenyl)-1-phenylprop-2-en-1-one 
• 70-55-3 toluene-4-sulfonamide 
• 24213-17-0 (trans)-2,3-dibromo-3-(4-nitrophenyl)-1-phenylpropan-1-one 

Downstream Products

• 115096-88-3 3-(4-nitro-phenyl)-1-phenyl-2,3-dipiperidino-propan-1-one 
• 102316-87-0 4-nitro-α-piperidino-ξ-chalcone 
• 102174-62-9 α-morpholino-4-nitro-chalcone 
• 26087-02-5 2-azido-3-(4-nitrophenyl)-1-phenylprop-2-en-1-one 
• 7464-89-3 1,3,6,8-tetramethyl-1H,3H,6H,8H-pyrimido[4,5-g]pteridine-2,4,7,9-tetraone 
• 147622-97-7 4-nitro-β-(5-amino-6-imino-1,3-dimethyluracil)chalcone 
• 117836-57-4 1-(4-nitrophenyl)-2-phenyl-5-ethoxy-1,1a-dihydro/1,2-a/quinoxaline 
• 117836-60-9 1-(4-Nitro-phenyl)-2-phenyl-1,1a-dihydro-3,7b-diaza-cyclopropa[a]naphthalene-5-carbonitrile 
• 2960-55-6 (E)-3-(4-nitrophenyl)-1-phenylprop-2-en-1-one 
• 3672-50-2 5-(4-nitrophenyl)-3-phenylisoxazole 
• 31108-56-2 3-(4-nitrophenyl)-5-phenylisoxazole 
• 51659-22-4 [(2S,3R)-3-(4-Nitro-phenyl)-aziridin-2-yl]-phenyl-methanone 
• 1222-98-6 4-nitrochalcone 
• 117836-55-2 5-Chloro-1-(4-nitro-phenyl)-2-phenyl-1,1a-dihydro-3,7b-diaza-cyclopropa[a]naphthalene 

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

Visible light-mediated metal-free double bond deuteration of substituted phenylalkenes

Various bromophenylalkenes were reductively photodebrominated by using 1,3-dimethyl-2-phenyl-1H-benzo-[d]imidazoline (DMBI) and 9,10-dicyanoanthracene. With deuterated DMBI analogs (the most effective was DMBI-d11), satisfactory to excellent isotopic yields were obtained. DMBI-d11 could also be regenerated from the reaction mixtures with a recovery rate of up to 50%. The combination of the photodebromination reaction with conventional methods for bromoalkene synthesis enables sequential monodeuteration of a double bond without the necessity of a metal catalyst. This journal is

Synthesis of new pyrazolyl-1,3-diazabicyclo[3.1.0]hexe-3-ene derivatives

A series of new of photochromic 1,3-diazabicyclo[3.1.0]hex-3-ene derivatives based on the skeleton of five-membered pyrazole moiety have been synthesized and characterized by spectral techniques, as well as their photochromic properties were examined under UV light irradiation in various solutions. All these newly synthesized compounds showed good photochromic properties in the both solution and solid states. The UV-Visible spectral analysis of the corresponding pyrazolyl bicyclic aziridines established structure-photochromic behavior relationships.

Synthesis of new ferrocenyl 1,3-diazabicyclo[3.1.0]hex-3-ene derivatives

In this work, several new derivatives of ferrocenyl bicylic aziridine photochromic compounds have been prepared from the premade ketoaziridines and ferrocene carboxaldehyde in the presence of ammonium acetate in absolute ethanol via one-pot, three-component reaction. The structures of the newly synthesized compounds were established on the basis of IR, NMR and UV-Vis spectral studies. The newly synthesized compounds exhibit interesting photochromic behavior in the solid phase and solution state. The photochromic behavior of the prepared compounds has been investigated by UV-Visible spectral data.

Solvent-free bromination reactions with sodium bromide and oxone promoted by mechanical milling

New solvent-free brominations of 1,3-dicarbonyl compounds, phenols, various alkenes including chalcones, azachalcones, 4-phenylbut-3-en-2-one, methyl cinnamate, styrene and 1,3-cyclohexadiene were efficiently achieved by employing sodium bromide and oxone under mechanical milling conditions. The brominated products were obtained in good to excellent yields.

Influence of substituent on UV absorption and keto-enol tautomerism equilibrium of dibenzoylmethane derivatives

UV absorption spectra of dibenzoylmethane and its 23 derivatives with acetamide, tert-butyl, chloride, fluoride, hydroxyl, methyl, methoxy and nitro substituents in aromatic rings were collected. General influence of substituent on absorption maxima and absorption intensity was defined. Hyperchromic effects were observed for diketones with electron-donating groups in para postion. The keto-enol tautomerism equilibrium constant of obtained compounds was investigated with 1H NMR spectroscopy. Significant changes of equilibrium were observed only for ortho substituted compounds. Results revealed dissimilarity of substituent effects on absorption and keto-enol tautomerism of aromatic β-diketones.

Chemoselective C-C bond cleavage of epoxide motifs: Gold(I)-catalyzed diastereoselective [4+3] cycloadditions of 1-(1-Alkynyl)oxiranyl ketones and nitrones

Cutting carbon! A novel facile strategy for the C-C bond cleavage of oxiranyl ketones has been developed. Carbophilic gold(I) activation of the alkyne side chain mediates a heterocyclization and subsequent C-C bond cleavage (see scheme).

NMR structural elucidation and photochromic behavior of new 1,3-diazabicyclo[3.1.0]hex-3-ene derivatives

Several 6-(4-nitrophenyl)-4-phenyl-1,3-diazabicyclo[3.1.0]hex-3-ene derivatives having various substituents on C2 were synthesized, and their 1H NMR spectra and photochromic behavior were examined.

KI-catalyzed aminobromination of olefins with TsNH2-NBS combination

An efficient KI-catalyzed aminobromination of olefins has been developed with good to excellent yields and high regio- and stereoselectivities under transition metal-free conditions. A series of olefins, including α,β-unsaturated carbonyl compounds and simple olefins, was studied. The reaction was performed in CH2Cl2 using KI as the catalyst and TsNH2 and NBS as the nitrogen and bromine sources. The Royal Society of Chemistry 2009.

Photochromic behavior of several new synthesized bis-1, 3-diazabicyclo[3.1.0]hex-3-enes

Photochromic compounds (1-6) are synthesized and characterized and the results of their spectra are presented. The structure-photochromic behavior relationship (SPBR) of the synthesized compounds has been analyzed. Copyright