2039-49-8

Usage

Uses

Used in Radiation Detection Industry:
3,5-diphenyloxazole is used as a scintillator for the detection of ionizing radiation due to its high efficiency in converting radiation energy into visible light. It is a valuable component in gamma ray spectrometers and particle detectors.
Used in Pharmaceutical Industry:
3,5-diphenyloxazole is used as a fluorescent label for various biological research and diagnostic tests, contributing to advancements in medical and scientific fields.
Additionally, PPO is often combined with another scintillator, such as 2,5-diphenyloxazole (POPOP), to enhance its performance in radiation detection applications.

InChI:InChI=1/C15H11NO/c1-3-7-12(8-4-1)14-11-15(17-16-14)13-9-5-2-6-10-13/h1-11H

Upstream product

• 873-67-6 benzonitrile oxide 
• 64-17-5 ethanol 
• 536-74-3 phenylacetylene 
• 5443-62-9 3-(diethylamino)-1,3-diphenylprop-2-en-1-one 
• 857422-19-6 2-hydroxy-2,3,5-triphenyl-2H-pyrrole-1-oxide 
• 622-42-4 1-nitro-1-phenylmethane 
• 13591-33-8 benzonitrolic acid 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 41836-94-6 3-phenyl-4-benzoyl-isoxazol-5-one 
• 6502-38-1 chalcone oxime 
• 7473-86-1 4-acetoxy-3,5-diphenyl-4,5-dihydro-isoxazole 
• 5468-44-0 α-nitrostyrene 
• 1191-12-4 1-hexynyltrimethylstannane 
• 10403-54-0 phenyl (3-phenyl-2H-aziren-2-yl)methanone 

Downstream Products

• 53215-12-6 3,5-bis(4-nitrophenyl)isoxazole 
• 77989-16-3 3-benzoyl-4-phenyl-1,2,5-thiadiazole 
• 80012-16-4 3-amino-1,3-diphenyl-2-propene-1-onate 
• 19311-79-6 1-methyl-3,5-diphenyl-1H-pyrazole 
• 10403-54-0 phenyl (3-phenyl-2H-aziren-2-yl)methanone 
• 55-21-0 benzamide 
• 65-85-0 benzoic acid 
• 92-71-7 2,5-diphenyloxazole 

Relevant academic research and scientific papers

Copper-Mediated Domino Cyclization/Trifluoromethylation of Propargylic N-Hydroxylamines: Synthesis of 4-Trifluoromethyl-4-isoxazolines

A Cu(OTf)2-mediated synthesis of trifluoromethylated 4-isoxazolines is described. In one step from readily available propargylic N-hydroxylamines, a domino 5-endo-dig cyclization, followed by trifluoromethylation, takes place to construct the 4-isoxazoline core with concomitant installation of the CF3 group at the C-4 position. Such compounds could also be useful precursors for the preparation of α-trifluoromethyl β-amino ketones.

Nitrosylsulfuric acid as an oxidant in the synthesis of 3,5-diarylisoxazoles

By six examples, it was demonstrated that nitrosylsulfuric acid can be successfully used for oxidation of 3,5-diaryl-4,5-dihydroisoxazoles to the corresponding 3,5-diarylisoxazoles. If the starting isoxazolines contain the aromatic substituents activated towards electrophilic substitution, nitration of both newly formed isoxazole and substituted benzene rings occurred.

One-pot synthesis of 5-phenylsulfonyl-3-aroylisoxazolines and 3-aroylisoxazoles from alkynes and (phenylsulfonyl)ethene

Iron(III) nitrate-assisted cycloaddition of (phenylsulfonyl)ethene to arylacetylenes in the presence of KI affords 5-phenylsulfonyl-3-aroylisoxazolines whose treatment with K2CO3 provides 4,5-unsubstituted 3-aroylisoxazoles. Both synthetic steps can be performed in a one-pot manner.

Palladium-Catalyzed Cascade Cyclization/Alkynylation and Alkenylation of Alkynone O-Methyloximes with Terminal Alkynes

A palladium-catalyzed cascade cyclization for the assembly of polyfunctionalized isoxazoles derivatives has been accomplished. This new protocol exhibits mild conditions, high efficiency, good functional group tolerance and broad substrate scope. Remarkably, the easy availability of starting materials along with the efficiency of the present strategy provides a new tool for the construction of structurally diverse isoxazole derivatives, becoming a promising application in synthetic and pharmaceutical chemistry. (Figure presented.).

Aerobic oxidative synthesis of 3,5-disubstituted isoxazoles directly from α,β-unsaturated ketones

Using an efficient aerobic oxidative method, the synthesis of ten 3,5-disubstituted isoxazoles by treatment of α,β-unsaturated ketones with hydroxylamine and NaOH at room temperature has been achieved.

Nitrosylsulfuric acid as a tandem reagent in the synthesis of 3,5-diarylisoxazoles from 1,2-diarylcyclopropanes

It was demonstrated that nitrosylsulfuric acid can be successfully used as a tandem nitrosating and oxidizing agent in the synthesis of 3,5-diarylisoxazoles from 1,2-diarylcyclopropanes. The reaction proceeds highly regioselectively in the case of symmetr

5-Substituted pyridylisoxazoles as effective inhibitors of platelet aggregation

A series of 5-substituted 3-pyridylisoxazoles were synthesized using [3+2] cycloaddition of nitrile oxides to alkynes with variation of substituents at position 5 of the isoxazole ring without additional synthetic stages and with retention of 2-pyridyl-, 3-pyridyl, and 4-pyridyl substituents at position 3 of the isoxazole ring. Substituted pyridylisoxazoles are the potential antiaggregatory agents showing in vitro activity in the concentration range from 1?10-6 mol L-1 to 1?10-4 mol L-1 toward the human platelet rich blood plasma with arachidonic acid being used as the inductor of aggregation. These compounds do not act as cyclooxygenase or thromboxane synthase inhibitors, nor as thrombin inhibitors.

Green preparation method of isoxazole compound participating in water-soluble vitamin E

The invention provides a green synthesis method of an isoxazole compound represented by the formula (III), wherein the aldehyde oxime compound represented by the formula (I) is a substrate and is in an aqueous solution of a surfactant with a mass concentration 1 wt % - 5 wt % in N - chlorosuccinimide. The alkyne compound represented by the formula (II) is reacted 6 - 16h at room temperature under the common action of the basic substance, and the resulting reaction solution is post-treated to obtain the isoxazole compound represented by the formula (III). Water serves as a reaction solvent, the use amount of the organic solvent is reduced, and zero emission of the solvent is realized.

3, 5-disubstituted isoxazole derivative and synthesis method thereof

The invention provides a 3, 5-disubstituted isoxazole derivative and a synthesis method thereof, and belongs to the technical field of organic synthesis medicines and medical intermediates. The method comprises the following steps: adding a proper solvent

One-Pot Palladium-Catalyzed Carbonylative Sonogashira Coupling using Carbon Dioxide as Carbonyl Source

Carbonylation coupling reaction has emerged as a powerful and versatile strategy for the construction of carbonyl-containing compounds in modern synthetic chemistry over the past years. Carbon dioxide, a renewable one carbon molecule, has become one of the most attractive and promising alternative carbonyl sources due to its highly abundance, nontoxicity and stability in comparison with CO in recent years. However, in most cases, a two-chamber technique was generally necessary to allow the CO-producing and CO-consuming processes to perform successfully because of the complexities and incompatibility of reaction conditions, when carbon dioxide was utilized as carbonyl source. Herein, a practical one-pot protocol using carbon dioxide as the carbonyl source for the palladium-catalyzed carbonylative Sonogashira coupling has been established, providing an expedient and practical route to a wide range of functionalized alkynones and indoxyls under mild reaction conditions. By finding a suitable catalytic system, the method allowed the CO-generating and CO-consuming processes to proceed in one pot, wherein carbon monoxide was generated in situ from the reduction of carbon dioxide in the absence of any fluoride reagents. Simple and safe operation, readily available substrates, good functional group tolerance and mild reaction conditions are the features of the method.