53327-14-3

Usage

Uses

Used in Perfumery and Personal Care Industry:
1-[2-(prop-2-en-1-yloxy)phenyl]ethanone is used as a fragrance ingredient for its sweet, balsamic, and floral scent, enhancing the olfactory profile of perfumes and personal care products, thereby providing a pleasant and attractive aroma to consumers.
Used in Flavor and Fragrance Industry:
In the flavor and fragrance industry, 1-[2-(prop-2-en-1-yloxy)phenyl]ethanone is utilized as a key component in creating complex and appealing scents for a variety of products, including food, beverages, and household items, due to its ability to contribute a unique and desirable fragrance.
Used in Pharmaceutical Industry:
1-[2-(prop-2-en-1-yloxy)phenyl]ethanone is employed in the synthesis of pharmaceuticals, leveraging its aromatic properties to contribute to the development of new drugs and medicinal compounds, potentially enhancing their efficacy or improving their delivery mechanisms.
Used in Organic Chemistry:
As an organic compound, 1-[2-(prop-2-en-1-yloxy)phenyl]ethanone is also used in various organic chemical reactions and processes, serving as a building block or intermediate in the synthesis of a range of organic compounds for diverse applications across different industries.

Upstream product

• 118-93-4 o-hydroxyacetophenone 
• 106-95-6 allyl bromide 
• 69879-37-4 o-<1-<(trimethylsilyl)oxy>vinyl>phenyl allyl ether 
• 107-18-6 allyl alcohol 
• 49645-89-8 o-Hydroxyacetophenone sodium salt 
• 582-24-1 1-phenyl-2-hydroxyethanone 
• 201659-88-3 o-allyloxyacetophenone oxime 
• 86717-90-0 2-(3-bromopropoxy)acetophenone 
• 110372-52-6 1-(2-Allyloxy-phenyl)-ethanone oxime 

Downstream Products

• 118-93-4 o-hydroxyacetophenone 
• 3653-11-0 N²,N²,N³,N³-tetraethylbutane-2,3-diamine 
• 934569-83-2 2-(2-allyloxyphenyl)-4-phenylbut-3-yn-2-ol 
• 845464-92-8 2-(2-allyloxyphenyl)oct-3-yn-2-ol 
• 934569-82-1 2-(2-allyloxyphenyl)-5,5-dimethylhex-3-yn-2-ol 
• 141621-73-0 8-allyl-2-styrylchromone 
• 1117956-57-6 (2-allyloxyphenyl)-[3-(4-chlorophenyl)-2-oxiranyl]methanone 

Relevant academic research and scientific papers

Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization

This report discloses the deallylation of O - and N -allyl functional groups by using a combination of a Ni-H precatalyst and excess Bronsted acid. Key steps are the isomerization of the O - or N -allyl group through Ni-catalyzed double-bond migration followed by Bronsted acid induced O/N-C bond hydrolysis. A variety of functional groups are tolerated in this protocol, highlighting its synthetic value.

Multi-step Synthesis, Characterization and Photophysical Investigation of Novel Biologically Active Heterocyclic Chalcone (AECO)

Novel alkylated heterocyclic chalcone (E)-1-(2-(allyloxy)phenyl)-3-(9-ethyl-9H-carbazol-3-yl)prop-2-en-1-one (AECO) with extended π-bond was prepared by the multi-steps synthesis. The structure of the AECO was established by the spectroscopic technics and purity of the compound was confirmed by the elemental analysis. Physicochemical parameters of the AECO such as molar absorption coefficient, transition dipole moments, stokes shift, oscillator strength and fluorescence quantum yield were calculated in ten various solvents on the basis of polarity of the solvents to see the effect of the solvent with AECO. Interaction of the AECO chromophore with cationic CTAB and anionic SDS surfactants were determined by using the fluorescence spectroscopy techniques. The intensity of the florescence spectrum increase with increasing the concentrations of surfactants. This suggests that strong interaction occurs between AECO with surfactants and this interaction arise from electrostatic forces. So, AECO chromophore could be used as analysis to define the Critical Micelle Concentration (CMC) of the surfactants. In addition the in-vitro antibacterial active of novel heterocyclic chalcone agents four bacteria’s strain were evaluated and result showed AECO is beater antibacterial agent against Gram-Negative Bacteria (E. coli and S. flexneri) as compare to the Gram Negative Bacteria with respected to the standard drug Tetracycline.

Visible Light Promoted Chan-Lam Reaction and Cycloaddition to Prepare Chromeno[4,3-c]isoxazolidines in One-Pot Reaction

A variety of chromeno[4,3-c]isoxazolidines were prepared in good yields through visible light promoted Chan-Lam reaction and [3+2] cycloaddition cascade reaction in one pot. Mechanistic studies showed that visible light promoted both Chan-Lam reaction and cycloaddition. The obtained products were converted to various useful chromenone derivatives. Moreover, the reaction was easily performed at gram scales with the purification of products without column chromatography and used to efficiently synthesize estrone-derived chromeno[4,3-c]isoxazolidine. (Figure presented.).

Highly regioselective O-allylation of phenol derivatives using MMZCu(I)Y catalyst

A clean and effective method has been developed for the regioselective of O-allylation of phenol derivatives using a recyclable Cu(I)-exchanged multi-size porous material. Ease of preparation of catalyst through simple solid-state exchange and its compatibility in producing excellent amount of O-allylated products and a plausible mechanistic pathway for the regioselectivity are highlighted. This reported procedure is not requiring any external stabilizing ligand for Cu(I) species and further purification of products.

Subsupercritical Water Generated by Inductive Heating Inside Flow Reactors Facilitates the Claisen Rearrangement

Claisen rearrangement of electron-deficient O-allylated phenols, including fluorine-modified phenols, is facilitated in aqueous media at high temperatures and pressures under flow conditions, as opposed to organic solvents. The O-allylation of phenols can be coupled with the Claisen rearrangement in an integrated flow system.

Synthesis of Chromenoisoxazolidines from Substituted Salicylic Nitrones via Visible-Light Photocatalysis

This effort reports the first redox-neutral visible-light photocatalytic intramolecular dipolar cycloaddition for the diastereoselective synthesis of chromenoisoxazolidines. The authors have found that alkenylphenyl nitrones with a diverse substitution pattern on the aromatic ring and the alkenyl substituent undergo visible-light-promoted cycloadditions in the presence of catalytic amounts of Ru(bpy)3Cl2 in high yields and selectivities. Evidence indicates that the proposed redox-neutral pathway is the predominant photoredox mechanism for this transformation.

Visible-Light-Induced External Radical-Triggered Annulation to Access CF2-Containing Benzoxepine Derivatives

A facile and diversified synthesis of functionalized CF2-containing benzoxepine derivatives via photoredox catalysis was achieved in this work. This novel protocol features broad substrate scope, mild reaction conditions, operational simplicity, easy scale-up, and versatile derivatization, which would facilitate its practical and broad applications in the construction of valuable and synthetically challenging heterocycles.

Expedient synthesis of xanthones and multi-functionalized chromones from 1,1-diacyl cyclopropanes

We report the rapid synthesis of various cycloheptane-fused chromones and an oxepine fused flavone in 5 steps from the corresponding 2-hydroxy acetophenone. Furthermore, we describe the synthesis of xanthones, in moderate to good yield, from 2,3-disubstit

Synthesis of Benzodihydrofurans by Asymmetric C?H Insertion Reactions of Donor/Donor Rhodium Carbenes

Metal carbenes appended with two electron-donating groups, known as “donor/donor” carbenes, undergo diastereo- and enantioselective rhodium-catalyzed C?H insertion reactions with ether substrates to form benzodihydrofurans. Unlike the reactions of metal carbenes with electron-withdrawing groups attached, the attenuated electrophilicity enables these reactions to be conducted in Lewis basic solvents (e.g., acetonitrile) and in the presence of water. The diazo precursors for these species are prepared in situ from hydrazone using a mild and chemoselective oxidant (MnO2). Although this sequence often can be performed in one-pot, control experiments have elucidated why a “two-pot” process is often more efficient. A thorough screening of achiral catalysts demonstrated that sterically encumbered catalysts are optimal for diastereoselective reactions. Although efficient insertion into allylic and propargylic C?H bonds is observed, competing dipolar cycloaddition processes are noted for some substrates. The full substrate scope of this useful method of benzodihydrofuran synthesis, mechanisms of side reactions, and computational support for the origins of stereoselectivity are described.

Facile one-pot synthesis of aliphatic bridged diaryloxy compounds, cyclic and crown ethers under mild conditions

We report here the facile, room temperature, catalyst free, one pot synthesis of aliphatic bridged diaryloxy compounds, cyclic and crown ethers. Anhydrous potassium carbonate (K2CO3) as a mild base along with dimethyl sulfoxide gener