4024-19-5

Usage

Uses

Used in Pharmaceutical Production:
Benzene, 1-(ethenyloxy)-4-methoxyis used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the formation of new chemical bonds and reactions, making it a valuable component in the development of new drugs and medications.
Used in Organic Chemical Synthesis:
Benzene, 1-(ethenyloxy)-4-methoxyis also utilized in the synthesis of organic chemicals, where it can act as a building block for the creation of more complex molecules. Its versatility in forming different types of chemical bonds makes it a useful component in organic chemistry.
Used as an Industrial Solvent:
Benzene, 1-(ethenyloxy)-4-methoxyis employed as a solvent in various industrial applications. Its ability to dissolve a wide range of substances makes it a valuable asset in industries such as manufacturing, cleaning, and processing.
Used in Chemical Research:
Due to its unique structure and properties, Benzene, 1-(ethenyloxy)-4-methoxyis also used in chemical research to study the behavior of different types of chemical bonds and reactions. This helps scientists and researchers to better understand the fundamentals of chemistry and develop new applications for Benzene, 1-(ethenyloxy)-4-methoxy-.

Upstream product

• 22921-76-2 1-(2-bromoethoxy)-4-methoxybenzene 
• 150-76-5 4-methoxy-phenol 
• 106-93-4 ethylene dibromide 
• 108-05-4 vinyl acetate 
• 75-20-7 calcium carbide 
• 53912-89-3 (2S)-2-(3-pyridyl)piperidine hydrochloride 
• 144-62-7 oxalic acid 
• 34649-14-4 p-vinyloxybenzenediazonium chloride 
• 3383-74-2 1-(2-chloroethoxy)-4-methoxybenzene 

Downstream Products

• 136689-63-9 1-((1R,2S)-2-Ethynyl-cyclopropoxy)-4-methoxy-benzene 
• 136689-63-9 1-((1R,2R)-2-Ethynyl-cyclopropoxy)-4-methoxy-benzene 
• 89249-65-0 3-Benzhydryl-5-(4-methoxy-phenoxy)-4,5-dihydro-isoxazole 
• 142362-55-8 2-p-methoxyphenyloxy-4-phthalimido-6-trichloromethyl-3,4-dihydro-2H-pyran 
• 128997-90-0 1-[(4R,6S)-4,6-Bis-(4-methoxy-phenoxy)-2-trifluoromethyl-5,6-dihydro-4H-pyran-3-yl]-2,2,2-trifluoro-ethanone 
• 128997-90-0 1-[(4R,6R)-4,6-Bis-(4-methoxy-phenoxy)-2-trifluoromethyl-5,6-dihydro-4H-pyran-3-yl]-2,2,2-trifluoro-ethanone 
• 63053-35-0 1-Chlor-2-phenylsulfonylethyl-p-methoxyphenylether 
• 1300026-45-2 (Z)-1-((8-bromooct-1-en-1-yl)oxy)-4-methoxybenzene 
• 1300026-47-4 (Z)-(10-(4-methoxyphenoxy)dec-9-en-1-ynyl)trimethylsilane 
• 1357384-48-5 (5R,6S)-5-((Z)-2-(4-methoxyphenoxy)vinyl)-2,2,3,3,8,8,9,9-octamethyl-6-vinyl-4,7-dioxa-3,8-disiladecane 
• 1357384-62-3 d2-1-methoxy-4-(vinyloxy)benzene 
• 1357384-61-2 d1-1-methoxy-4-(vinyloxy)benzene 
• 1357384-71-4 (3R,4S,Z)-1-(4-methoxyphenoxy)hexa-1,5-diene-3,4-diol 
• 1357384-52-1 (S,Z)-1-methoxy-4-((3-methyl-3-phenylpenta-1,4-dien-1-yl)oxy)benzene 

Relevant academic research and scientific papers

Visible-Light-Driven Nitrogen Radical-Catalyzed [3 + 2] Cyclization of Vinylcyclopropanes and N-Tosyl Vinylaziridines with Alkenes

A visible light photoredox-promoted and nitrogen radical catalyzed [3 + 2] cyclization of vinylcyclopropanes and N-tosyl vinylaziridines with alkenes is developed. Key to the success of this process is the use of the readily tunable hydrazone as a nitrogen radical catalyst. Preliminary mechanism studies suggest that the photogenerated nitrogen radical undergoes reversible radical addition to the vinylcyclopropanes and N-tosyl vinylaziridines to enable their ring-opening C-C and C-N bond cleavage and ensuing cyclization with alkenes.

Direct vinylation of natural alcohols and derivatives with calcium carbide

Vinyl ethers are essential synthetic building blocks for organic synthesis, especially for polymer synthesis and highly vinylated polyol substrates. Herein, a transition metal-free, mild, and safe protocol has been developed for direct vinylation of natural alcohols with calcium carbide. Various sugar alcohols, phenol and its derivatives were tested and proved successful using this green methodology. Selectivity of full vinylated products of the reaction decreases with increasing hydroxyl groups because of side reactions occurring under the basic medium. Electron-donating substituted phenols work more efficiently than electron-withdrawing substituted phenols in general. This methodology may provide new insights on selective vinylation of electron-rich biomass-derived materials.

A solid acetylene reagent with enhanced reactivity: Fluoride-mediated functionalization of alcohols and phenols

The direct vinylation of an OH group in alcohols and phenols was carried out utilizing a novel CaC2/KF solid acetylene reagent in a simple K2CO3/KOH/DMSO system. The functionalization of a series of hydroxyl-group-containing substrates and the post-modification of biologically active molecules were successfully performed using standard laboratory equipment, providing straightforward access to the corresponding vinyl ethers. The overall process developed involves an atom-economical addition reaction employing only inorganic reagents, which significantly simplifies the reaction set-up and the isolation of products. A mechanistic study revealed a dual role of the F- additive, which both mediates the surface etching/renewal of the calcium carbide particles and activates the CC bond towards the addition reaction. The development of the fluoride-mediated nucleophilic addition of alcohols eliminates the need for strong bases and may substantially extend the areas of application of this attractive synthetic methodology due to increasing functional group tolerance. As a replacement for dangerous and difficult to handle high-pressure acetylene, we propose the solid reagent CaC2/KF, which is easy to handle, does not require dedicated laboratory equipment and demonstrates enhanced reactivity of the acetylenic triple bond. Theoretical calculations have shown that fluoride-mediated activation of the hydroxyl group towards nucleophilic addition significantly reduces the activation barrier and facilitates the reaction.

Synthesis of N-aryloxyalkylanabasine derivatives

N-Aryloxyalkylanabasine derivatives were prepared via the reaction of anabasine hydrochloride with various aryloxyhaloalkanes in the presence of potash in DMF. The reaction occurred with retention of the chiral center C-(2) of the piperidine group. Side products of bis(aryloxy)ethanes were characterized.

Solid-phase organic synthesis of aryl vinyl ethers using sulfone-linking strategy

A novel facile solid-phase organic synthesis of aryl vinyl ethers by reaction of polystyrene-supported 2-phenylsulfonylethanol with phenols under Mitsunobu conditions and subsequent elimination reaction with DBU has been developed. The advantages of this method include straightforward operation, good yield and high purity of the products. Alternatively, a typical example of Suzuki coupling reaction on-resin was further applied to prepare 4-phenylphenyl vinyl ether for extending this method.

Vinyl polymerization versus [1,3] O to C rearrangement in the ruthenium-catalyzed reactions of vinyl ethers with hydrosilanes

Two reactions, vinyl polymerization and [1,3] O to C rearrangement of vinyl ethers, are investigated in the ruthenium-catalyzed reaction with hydrosilanes. The reaction pathways are dependent on the substituents of the vinyl ether, in particular, those of the alkoxy group. Primary-, secondary-, and tertiary-alkyl vinyl ethers, ROCHCH2, are polymerized with ease to give the corresponding polymer in good yields. When R is electron-donating benzyl groups, the reaction does not give the polyvinyl ether but results in [1,3] O to C rearrangement to give the corresponding aldehyde, RCH2CHO in moderate to good yields. The rearrangement selectively proceeds when vinyl ethers having α-substituents are used as the starting materials to give the corresponding ketones in high yields. With catalytic amounts of hydrosilanes, the rearrangement gives ketones or aldehydes selectively. In sharp contrast, use of excess amounts of hydrosilanes leads to the rearrangement followed by reduction of the formed carbonyl group to give the corresponding silyl ethers in good yields. Nature of catalytically active species is discussed. Crown Copyright

Solid-Phase synthesis of aryl vinyl ethers based on polystyrenesupported aβ-phenylselenoethanol

A novel facile solid-phase organic synthesis of aryl vinyl ethers by reaction of polystyrene-supported β-phenylselenoethanol with phenols under Mitsunobu conditions and subsequent oxidation-elimination with 30% hydrogen peroxide has been developed. The ad

Efficient synthesis of aryl vinyl ethers exploiting 2,4,6- trivinylcyclotriboroxane as a vinylboronic acid equivalent

The synthesis of functionalized aryl vinyl ether derivatives can be readily achieved utilizing a room-temperature copper(II) acetate mediated coupling of substituted phenols with 2,4,6-trivinylcyclotriboroxane-pyridine complex in the presence of a suitable base. The scope of the procedure was demonstrated by the generation of an array of substituted aryl vinyl ethers. The reaction was seen to be tolerant of a diverse range of functional groups yielding products in high isolated yields. We have shown that one role of an amine base in the reaction sequence is the in situ generation of an amine coordinated boroxine ring. An X-ray crystal structure and low temperature 11B NMR study of 2,4,6-trivinylcyclotriboroxane-pyridine complex demonstrated the nature of the tetracoordinate boron species, which may have a key role to play within the reaction sequence.

Acetals as New 2′-O-Protecting Functions for the Synthesis of Oligoribonucleotides: Synthesis of Uridine Building Blocks and Evaluation of Their Relative Acid Stability

A broad variety of new acyclic vinyl ethers (see 6-41) have been synthesized via the vinyl-interchange reaction of ethyl vinyl ether at room temperature using mercury(II) trifluoroacetate as a highly efficient catalyst. The appropriate vinyl ethers were r