4336-57-6

Basic information

• Product Name: 2-(4-nitrophenyl)-3-phenyloxirane
• Synonyms: 2-Phenyl-3-(4-nitrophenyl)-oxirane; Bibenzyl, .alpha.,.alpha.'-epoxy-4-nitro-; Bibenzyl, alpha,alpha'-epoxy-4-nitro-, trans-; trans- alpha,alpha'-Epoxy-4-nitrobibenzyl
• CAS NO: 4336-57-6
• Molecular Formula: C₁₄H₁₁NO₃
• Molecular Weight: 241.242
• Mol File: 4336-57-6.mol
• Article Data: 38

Chemical Properties

• Boiling Point: 388.5°C at 760 mmHg
• Flash Point: 175.5°C
• Density: 1.307g/cm³
• Vapor Pressure: 6.83E-06mmHg at 25°C
• Refractive Index: 1.637
• CAS DataBase Reference: 2-(4-nitrophenyl)-3-phenyloxirane(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-nitrophenyl)-3-phenyloxirane(4336-57-6)
• EPA Substance Registry System: 2-(4-nitrophenyl)-3-phenyloxirane(4336-57-6)

Safety Data

• Hazardous Substances Data: 4336-57-6(Hazardous Substances Data)

Usage

Class of organic compound

Epoxide

Structural characteristics

A three-membered ring consisting of one oxygen atom and two carbon atoms, with a 4-nitrophenyl group attached to one carbon and a phenyl group attached to the other.

Usage

Commonly used as a reagent in organic synthesis, with potential applications in the pharmaceutical and agrochemical industries.

Chemical properties

Useful for reactions such as nucleophilic addition and ring-opening processes.

Importance

An important intermediate in organic chemistry with versatile applications.

Upstream product

• 100-52-7 benzaldehyde 
• 69468-56-0 4-nitrobenzylidenedimethylsulfurane 
• 19319-11-0 (Z)-1-phenyl-2-(trimethylsilyl)ethylene 
• 536-74-3 phenylacetylene 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 16182-18-6 benzaldehyde 2,4,6-trimethylbenzenesulfonyl hydrazone 
• 555-16-8 4-nitrobenzaldehdye 
• 908094-04-2 phenyldiazomethane 
• 1694-20-8 4-nitrostilbene 
• 41570-67-6 1-benzyltetrahydro-1H-thiophen-1-ium bromide 
• 6624-53-9 (Z)-1-nitro-4-(2-phenylethenyl)-benzene 
• 4336-57-6 trans-2-(4-nitrophenyl)-3-phenyloxirane 
• 134988-30-0 benzyldibutyltelluronium bromide 
• 78733-53-6 2-phenyl-5-(4-nitrophenyl)-1,3-dioxolan-4-one 

Downstream Products

• 4336-57-6 cis-2-(4-nitrophenyl)-3-phenyl oxirane 
• 3769-84-4 p-nitrodeoxybenzoin 
• 1070672-49-9 2-(4-nitrophenyl)-2-phenylacetaldehyde 
• 60239-58-9 N-[4-((1R,2R)-1,2-Dihydroxy-2-phenyl-ethyl)-phenyl]-acetamide 
• 22711-24-6 4-nitrobenzil 
• 1694-20-8 4-nitrostilbene 
• 62086-77-5 (+/-)-erythro-1-(4-Nitrophenyl)-2-phenylethandiol 
• 62086-77-5 threo-1-(p-Nitrophenyl)-2-phenylethandiol 

Relevant articles and documents

Radical-mediated aerobic oxidation of substituted styrenes and stilbenes

A 2,2-azobis(isobutyronitrile)-catalyzed oxidative cleavage of alkenes with molecular oxygen as the oxidant was described. Carbonyl compounds and oxiranes were obtained in moderate yield under mild conditions. This study provided useful insights into the mechanism of aerobic oxidative cleavage of alkenes.

Method used for direct synthesis of epoxy compounds from alcohol

The invention discloses a method used for direct synthesis of an epoxy compounds from an alcohol. According to the method, an alcohol is taken as a raw material, Swern oxidation is adopted to synthesize an aldehyde, a bromo-hydrocarbon and an alkali are added into the aldehyde directly to construct epoxy functional groups, and generate the epoxy compound. According to the method, one-pot method is adopted to realize direct epoxidation of the alcohol, the synthesis route is simple, the preparation process is easy to control, no catalyst is needed in the process, substrate suitable range is wide, reagents are cheap and easily available, preparation conditions are mild, reaction yield is high, and the method is suitable for synthesis of epoxy compounds.

One-pot synthesis of epoxides from benzyl alcohols and aldehydes

A one-pot synthesis of epoxides from commercially available benzyl alcohols and aldehydes is described. The reaction proceeds through in situ generation of sulfonium salts from benzyl alcohols and their subsequent deprotonation for use in Corey–Chaykovsky epoxidation of aldehydes. The generality of the method is exemplified by the synthesis of 34 epoxides that were made from an array of electronically and sterically varied alcohols and aldehydes.