5633-36-3

Usage

Uses

Used in Pharmaceutical Synthesis:
[3-(4-nitrophenyl)oxiran-2-yl](phenyl)methanone is used as a precursor in the pharmaceutical industry for the synthesis of various drugs. Its unique structure and reactivity allow for the creation of a wide range of medicinal compounds, contributing to the development of novel treatments for different health conditions.
Used in Organic Chemistry Research:
In the field of organic chemistry, [3-(4-nitrophenyl)oxiran-2-yl](phenyl)methanone serves as a key intermediate for the synthesis of complex organic molecules. Its epoxide and nitro group functionalities enable it to participate in various chemical reactions, such as ring-opening and reduction, making it a valuable tool for researchers in organic chemistry.
Used in Chemical Intermediates Production:
[3-(4-nitrophenyl)oxiran-2-yl](phenyl)methanone is also utilized as a chemical intermediate in the production of other organic compounds. Its ability to undergo various chemical transformations makes it a useful building block for creating a diverse array of molecules with potential applications in different industries, such as agriculture, materials science, and the chemical industry.

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 70-11-1 α-bromoacetophenone 
• 1222-98-6 4-nitrochalcone 
• 2960-55-6 (E)-3-(4-nitrophenyl)-1-phenylprop-2-en-1-one 
• 98-86-2 acetophenone 
• 4636-16-2 iodoacetophenone 
• 619-73-8 4-nitrobenzyl chloride 
• 532-27-4 1-chloroacetophenone 

Downstream Products

• 766-76-7 benzoate 
• 71-47-6 formate 
• 555-16-8 4-nitrobenzaldehdye 
• 28710-59-0 5-(4-nitrophenyl)-1,3-diphenylpyrazole 
• 1431527-16-0 C₁₅H₁₂ClNO₄ 
• 1431527-03-5 C₂₄H₁₈ClNO₅ 
• 1217439-19-4 C₂₃H₁₈N₂O₄ 
• 3672-50-2 5-(4-nitrophenyl)-3-phenylisoxazole 

Relevant academic research and scientific papers

Pyrenediones as versatile photocatalysts for oxygenation reactions with: In situ generation of hydrogen peroxide under visible light

Pyrenediones (PYDs) are efficient photocatalysts for three oxygenation reactions: Epoxidation of electron deficient olefins, oxidative hydroxylation of organoborons, and oxidation of sulfides via in situ generation of H2O2 under visible light irradiation, using oxygen as a terminal oxidant and IPA as a solvent and a hydrogen donor.

Application of chiral TADDOL ligand and rare earth metal amide in combined catalysis of asymmetric reaction

The invention relates to application of chiral TADDOL ligand and rare earth metal amide in combined catalysis of asymmetric epoxidation reaction of chalcone compounds. According to the application, alpha, beta-unsaturated ketone shown in a formula (1) and tert-butyl hydroperoxide react in the presence of organic alkali under the combined catalytic action of a chiral TADDOL ligand shown in a formula (3) and rare earth metal amide in an anhydrous, oxygen-free and protective atmosphere to obtain the chiral epoxy compound shown in the formula (2) after the reaction is completed, wherein R1 is selected from hydrogen, alkyl, halogen, alkoxy, trifluoromethyl, nitro or cyano, R2 is selected from phenyl, substituted phenyl, naphthyl, furyl or thienyl; R3 and R4 are respectively and independently selected from alkyl, phenyl or R3 and R4 and carbon atoms connected with R3 and R4 form naphthenic base; Ar is phenyl, substituted phenyl, biphenyl or naphthyl; the molecular formula of the rare earth metal amide is RE [N (SiMe3) 2] 3. The method has the advantages of wide substrate application range, high yield and high enantioselectivity.

Facile epoxidation of α, β-unsaturated ketones with urea-2,2-dihydroperoxypropane as a new oxidant

Abstract: Various aromatic α, β-unsaturated ketones were successfully transformed into their corresponding epoxides using urea-2,2-dihydroperoxypropane as the oxygen source for the first time. The reactions were carried out under mild alkaline conditions at room temperature in high yields and short reaction times. Graphical Abstract: [Figure not available: see fulltext.]

Metal-Free and Efficient Epoxidation of α,β-Unsaturated Ketones with 1,1,2,2-Tetrahydroperoxy-1,2-Diphenylethane as a Powerful Solid Oxidant

1,1,2,2-Tetrahydroperoxy-1,2-diphenylethane was used for the efficient and metal-free epoxidation of various α,β-unsaturated ketones, carried out under mild alkaline conditions at room temperature.

A highly enantioselective asymmetric Darzens reaction catalysed by proline based efficient organocatalysts for the synthesis of di- and tri-substituted epoxides

A new class of easily available and readily tunable proline based chiral organocatalysts was found to efficiently catalyse an unprecedented highly enantioselective asymmetric Darzens reaction of α-chloroketones and substituted α-chloroketones with various

One-Pot Aerobic Photooxidative Darzens Reaction from Styrene and Benzyl Alcohol via Phenacyl Iodide and Benzaldehyde by Using?- Iodine

We report a one-pot protocol for the synthesis of α,β-epoxy ketones from benzyl alcohols and styrenes with molecular oxygen, visible light, and molecular iodine. This procedure involves simultaneous aerobic photooxidative transformation of a benzyl alcohol into a benzaldehyde and of a styrene into a phenacyl iodide, with a subsequent Darzens reaction in one pot. This is the first report of a one-pot oxidative Darzens reaction starting from benzyl alcohols and styrenes.

Preparation method and applications of parthenolide analogues

The invention relates to a preparation method and applications of parthenolide analogues, and belongs to the field of organic synthesis. On the basis of reserving the main active group alpha-methylene-gamma-lactone and epoxide structure of parthenolide, series of compounds are designed by changing its framework, and its in-vitro antitumor activity is tested. Series of parthenolide analogues having biological activity are synthesized by a simple method, wherein two compounds are nontoxic to normal cells.

One-pot synthesis of chalcone epoxides - A green chemistry strategy

Waste minimization is a very important aspect of an environmentally benign protocol. A one-pot consecutive process has been developed for chalcone epoxide synthesis that allows compounds to be prepared without having to isolate and purify the intermediates. The strategy utilizes consecutive Claisen Schmidt condensation and epoxidation reactions to prepare chalcone epoxides from substituted benzaldehydes and acetophenones in good yields.

Efficient generation of hydrogen peroxide by aerobic photooxidation of 2-propanol using anthraquinone-2-carboxylic acid and one-pot epoxidation of α,β-unsaturated ketones

We developed an efficient method for the generation of hydrogen peroxide by aerobic photooxidation of 2-propanol using anthraquinone-2-carboxylic acid and molecular oxygen in air and visible light from fluorescent lamps. One-pot epoxidation of α,β-unsaturated ketones using the generated hydrogen peroxide is also reported.

Study of interactive free energy relationships on oxidation of phenyl styryl ketone and its substituted analogues by pyridinium chlorochromate in acid medium: A kinetic study

Kinetics of oxidation of phenyl styryl ketones (PSK) by pyridinium chlorochromate (PCC) has been investigated in acetic acid (90% v/v) medium in the presence of HClO4 in the temperature range 322 - 333K. The rate law of the reaction is as follows: -d[PCC]/dt=kK1K2[PSK] [PCC] [H+]/1+K2[PSK] The rates are enhanced by electron-releasing substituents in both the phenyl rings and decreased by electron-withdrawing substituents. The mechanism proposed envisages attack on >C = Cx and qy are found to be 0.236 and 0.252 at 323K.