32017-76-8

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-BROMOPHENYL)OXIRANE is used as a starting material for the synthesis of various pharmaceuticals. Its unique structure allows for the creation of a wide range of medicinal compounds, contributing to the development of new drugs and therapies.
Used in Agrochemical Industry:
In the agrochemical sector, 2-(4-BROMOPHENYL)OXIRANE serves as a key intermediate in the production of agrochemicals. Its properties make it suitable for the synthesis of compounds used in pest control and crop protection, thereby supporting agricultural productivity.
Used in Fine Chemicals Production:
2-(4-BROMOPHENYL)OXIRANE is utilized as an intermediate in the preparation of fine chemicals. Its versatility in organic synthesis allows for the production of specialty chemicals used in various industries, including fragrances, dyes, and other high-value products.
Used in Polymer and Industrial Materials Production:
2-(4-BROMOPHENYL)OXIRANE also plays a role in the synthesis of polymers and other industrial materials. Its presence in these materials can enhance properties such as strength, durability, and resistance to environmental factors.
Safety Note:
Given that 2-(4-Bromophenyl)oxirane is considered a hazardous chemical, it is crucial to follow proper safety precautions when handling and using it. This includes adhering to guidelines for safe storage, use, and disposal to minimize risks to human health and the environment.

InChI:InChI=1/C8H7BrO/c9-7-3-1-6(2-4-7)8-5-10-8/h1-4,8H,5H2

Upstream product

• 99-73-0 para-bromophenacyl bromide 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 61592-47-0 1-(4-bromophenyl)-2-chloroethan-1-ol 
• 6814-64-8 methylenedimethyl sulfurane 
• 1122-91-4 4-bromo-benzaldehyde 
• 130318-72-8 methyldiphenyltelluronium tetraphenylborate 
• 4209-02-3 1-(4-bromophenyl)-2-chloroethan-1-one 
• 2181-42-2 trimethylsulphonium iodide 
• 7722-84-1 dihydrogen peroxide 
• 3084-53-5 trimethylsulphonium bromide 
• 1774-47-6 trimethylsulfoxonium iodide 
• 92093-23-7 1-(4-bromophenyl)ethane-1,2-diol 
• 60-29-7 diethyl ether 
• 117465-34-6 2-bromo-1-(4-bromophenyl)ethanol 

Downstream Products

• 4654-39-1 4-bromophenethanol 
• 57260-34-1 2-{4-[2-(4-bromo-phenyl)-2-hydroxy-ethyl]-piperazin-1-yl}-5-phenyl-oxazol-4-one 
• 86289-02-3 3-(4-Bromo-phenyl)-3,4-dihydro-pyrrolo[2,1-c][1,4]oxazin-1-one 
• 133961-99-6 1-(4-bromophenyl)-2-<(N-benzyl-N-methyl)amino>-ethanol 
• 158587-31-6 (+/-)-(4RS)-4-(4-bromophenyl)-2-methyl-1,2,3,4-tetrahydroisoquinoline 
• 92093-23-7 1-(4-bromophenyl)ethane-1,2-diol 
• 92093-23-7 (R)-(-)-1-(4-bromophenyl)-1,2-ethanediol 
• 62566-68-1 (R)-2-(4-bromophenyl)oxirane 
• 148684-05-3 2-(4-bromophenyl)oxirane 
• 160332-70-7 (S)-(+)-1-(4-bromophenyl)-1,2-ethanediol 
• 2039-82-9 1-bromo-4-ethenyl-benzene 
• 5391-88-8 1-(4-bromophenyl)ethanol 
• 346446-95-5 1-(4-bromo-phenyl)-pent-4-en-1-ol 
• 3343-45-1 4-bromo-2-hydroxyacetophenone 

Relevant academic research and scientific papers

Aldehyde-catalyzed epoxidation of unactivated alkenes with aqueous hydrogen peroxide

The organocatalytic epoxidation of unactivated alkenes using aqueous hydrogen peroxide provides various indispensable products and intermediates in a sustainable manner. While formyl functionalities typically undergo irreversible oxidations when activating an oxidant, an atropisomeric two-axis aldehyde capable of catalytic turnover was identified for high-yielding epoxidations of cyclic and acyclic alkenes. The relative configuration of the stereogenic axes of the catalyst and the resulting proximity of the aldehyde and backbone residues resulted in high catalytic efficiencies. Mechanistic studies support a non-radical alkene oxidation by an aldehyde-derived dioxirane intermediate generated from hydrogen peroxide through the Payne and Criegee intermediates.

Mechanochemical Synthesis of 1,2-Diketoindolizine Derivatives from Indolizines and Epoxides Using Piezoelectric Materials

A simple and efficient mechanochemical-induced approach for the synthesis of 1,2-diketoindolizine derivatives has been developed. BaTiO3 was used as the piezoelectric material in this transformation. This method features no usage of solvent, simple experimental operation, scalable potential, and high conversion efficiency, which make it attractive and practical.

Catalyst-Free Electrophilic Ring Expansion of N-Unprotected Aziridines with α-Oxoketenes to Efficient Access 2-Alkylidene-1,3-Oxazolidines

2-(2-Oxoalkylidene)-1,3-oxazolidine derivatives were synthesized in good to excellent yields regiospecifically through the catalyst-free electrophilic ring expansion of N-unprotected aziridines and the ketene C=O double bond of α-oxoketenes, in situ generated from the microwave-assisted Wolff rearrangement of 2-diazo-1,3-diketones. The ring expansion predominantly underwent an SN1 process and the hydrogen bond decides the (E)-configuration of products. (Figure presented.).

TAU-PROTEIN TARGETING COMPOUNDS AND ASSOCIATED METHODS OF USE

The present disclosure relates to bifunctional compounds, which find utility as modulators of tan protein. In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a VHL or cereblon ligand which binds to the E3 ubiquitin ligase and on the other end a moiety which binds tan protein, such that tan protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of tan. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of tan protein. Diseases or disorders that result from aggregation or accumulation of tan protein are treated or prevented with compounds and compositions of the present disclosure.

Kinetic resolution ofN-aryl β-amino alcoholsviaasymmetric aminations of anilines

An efficient kinetic resolution ofN-aryl β-amino alcohols has been developedviaasymmetricpara-aminations of anilines with azodicarboxylates enabled by chiral phosphoric acid catalysis. Broad substrate scope and high kinetic resolution performances were afforded with this method. Control experiments supported the critical roles of the NH and OH group in these reactions.

MeOTf/KI-catalyzed efficient synthesis of 2-arylnaphthalenesviacyclodimerization of styrene oxides

The MeOTf/KI-catalyzed synthesis of 2-arylnaphthalene derivatives from aryl ethylene oxides in alcohol under ambient conditions is described. The present protocol has a higher atom efficiency and wider substrate applicability with excellent yields. The reaction proceeded using the aryl ethylene oxides to give 2-arylnaphthalenes either in homo-coupling or in cross-coupling. The reaction could also be carried out at the gram scale in minutes.

MeOTf-catalyzed formal [4?+?2] annulations of styrene oxides with alkynes leading to polysubstituted naphthalenes through sequential electrophilic cyclization/ring expansion

MeOTf-catalyzed formal [4 + 2] annulation of styrene oxides with alkynes to afford polysubstituted naphthalenes has been realized, which undergoes sequential electrophilic cyclization/ring expansion. A range of substrates were tolerated in the formation of naphthalene derivatives with high regioselectivity in satisfactory yields. The reaction could also be carried out on gram scale.

Aerobic epoxidation of styrene over Zr-based metal-organic framework encapsulated transition metal substituted phosphomolybdic acid

Catalytic epoxidation of styrene with molecular oxygen is regarded as an eco-friendly alternative to producing industrially important chemical of styrene oxide (STO). Recent efforts have been focused on developing highly active and stable heterogeneous catalysts with high STO selectivity for the aerobic epoxidation of styrene. Herein, a series of transition metal monosubstituted heteropolyacid compounds (TM-HPAs), such as Fe, Co, Ni or Cu-monosubstituted HPA, were encapsulated in UiO-66 frameworks (denoted as TM-HPA@UiO-66) by direct solvothermal method, and their catalytic properties were investigated for the aerobic epoxidation of styrene with aldehydes as co-reductants. Among them, Co-HPA@UiO-66 showed relatively high catalytic activity, stability and epoxidation selectivity at very mild conditions (313 K, ambient pressure), that can achieve 82 % selectivity to STO under a styrene conversion of 96 % with air as oxidant and pivalaldehyde (PIA) as co-reductant. In addition, the hybrid composite catalyst can also efficiently catalyze the aerobic epoxidation of a variety of styrene derivatives. The monosubstituted Co atoms in Co-HPA@UiO-66 are the main active sites for the aerobic epoxidation of styrene with O2/PIA, which can efficiently converting styrene to the corresponding epoxide through the activation of the in-situ generated acylperoxy radical intermediate.

Iodobenzene-catalyzed oxidative cleavage of olefins to carbonyl compounds

A metal-free approach for the oxidative cleavage of carbon–carbon double bonds of olefins to carbonyl compounds was established by using oxidant m-CPBA and non-metallic organocatalyst PhI in toluene/H2O. A broad scope of aromatic olefins was used. All the reactions proceeded smoothly at 35 °C in short reaction time to furnish the respective mono- and double carbonyl compounds selectively in moderate to good yields.

Highly selective and efficient olefin epoxidation with pure inorganic-ligand supported iron catalysts

Over the past two decades, there have been major developments in the transition iron-catalyzed selective oxidation of alkenes to epoxides; a common structure found in drug, isolated natural products, and fine chemicals. Many of these approaches have enabled highly efficient and selective epoxidation of alkenes via the design of specialized ligands, which facilitates to control the activity and selectivity of the reactions catalyzed by iron atom. Herein, we report the development of the olefin epoxidation with inorganic-ligand supported iron-catalysts using 30% H2O2 as an oxidant, and the mechanism is similar to iron-porphyrin type. With the catalyst 1, (NH4)3[FeMo6O18(OH)6], various aromatic and aliphatic alkenes were successfully transformed into the corresponding epoxides with excellent yields as well as chemo- and stereo-selectivity. This catalytic system possesses the advantages of being able to avoid the use of expensive, toxic, air/moisture sensitive and commercially unavailable organic ligands. The generality of this methodology is simple to operate and exhibits high catalytic activity as well as excellent stability, which gives it the potential to be used on an industrial scale, and maybe opens a way for the catalytic oxidation reaction via inorganic-ligand coordinated iron catalysis.