28084-56-2

Basic information

• Product Name: Benzene, [(1R)-1-(ethenyloxy)ethyl]-
• CAS NO: 28084-56-2
• Molecular Formula: C10H12O
• Molecular Weight: 148.205
• Mol File: 28084-56-2.mol

Chemical Properties

• CAS DataBase Reference: Benzene, [(1R)-1-(ethenyloxy)ethyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(1R)-1-(ethenyloxy)ethyl]-(28084-56-2)
• EPA Substance Registry System: Benzene, [(1R)-1-(ethenyloxy)ethyl]-(28084-56-2)

Safety Data

• Hazardous Substances Data: 28084-56-2(Hazardous Substances Data)

Upstream product

• 1517-69-7 (R)-1-phenylethanol 
• 109-92-2 ethyl vinyl ether 
• 98-85-1 1-Phenylethanol 
• 75-20-7 calcium carbide 
• 111-34-2 -butyl vinyl ether 
• 108-05-4 vinyl acetate 
• 147753-68-2 2-bromomethyl-3-methyl-3-phenyloxirane 
• 1462-38-0 2-chloroethyl 1-phenylethyl ether 

Downstream Products

• 1611460-71-9 methyl (3R,5S)-2-benzyl-3-(2-methoxy-2-oxoethyl)-5-[(R)-1-phenylethoxy]isoxazolidine-3-carboxylate 
• 1453495-39-0 (2S)-2-((1R)-1-phenylethoxy)propanenitrile 
• 261629-64-5 (E)-1,1,1-trifluoro-4-[(1R)-1-phenylethoxy]but-3-en-2-one 

Relevant articles and documents

N,N-Dimethylformamide-stabilised palladium nanoparticles combined with bathophenanthroline as catalyst for transfer vinylation of alcohols from vinyl ether

We reportN,N-dimethylformamide-stabilised Pd nanoparticle (Pd NP)-catalysed transfer vinylation of alcohols from vinyl ether. Pd NPs combined with bathophenanthroline exhibited high catalytic activity. This reaction proceeded with low catalyst loading and the catalyst remained effective even after many rounds of recycling. The observation of the catalyst using transmission electron microscopy and dynamic light scattering implied no deleterious aggregation of Pd NPs.

Vinylation of Aryl Ether (Lignin Β-O-4 Linkage) and Epoxides with Calcium Carbide through C?O Bond Cleavage

Calcium carbide has been increasingly used as a sustainable, easy-to-handle, and low-cost feedstock in organic synthesis. Currently, methodologies of using calcium carbide as “solid acetylene” in synthesis are strictly limited to activation and reaction w

METHOD OF PRODUCING VINYL ETHER, AND CATALYST FOR ETHER EXCHANGE REACTION

PROBLEM TO BE SOLVED: To provide a method for producing vinyl ether that allows a reaction to sufficiently proceed even in a small amount of catalyst, and facilitates the recovery and reuse of the catalyst with excellent operability. SOLUTION: A method for producing vinyl ether represented by formula (3) is characterized in that alcohol and vinyl ether represented by formula (2) are subjected to ether replacement reaction. There is also provided catalyst that comprises a metal nano cluster obtained by heating a transition metal compound in solvent comprising coordination organic solvent and a nitrogen-containing heterocyclic compound. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

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

Au(I) complexes-catalyzed transfer vinylation of alcohols and carboxylic acids

Au(I) complexes-catalyzed transfer vinylation of alcohols and carboxylic acids has been achieved. The catalyst system consists of 2 mol % AuClPPh3 and 2 mol % AgOAc. Primary alcohols and secondary alcohols were converted into corresponding vinyl ethers in good yield (64-93%); however, tertiary alcohols showed poor reactivities. Carboxylic acids were also transformed into corresponding vinyl esters in good yield (78-96%).

Diastereoselective Diels-Alder reactions of N-sulfonyl-1-aza-1,3-butadienes with optically active enol ethers: An asymmetric variant of the 1-azadiene Diels-Alder reaction

The first detailed study of a room-temperature asymmetric Diels-Alder reaction of N-sulfonyl-1-aza-1,3-butadienes is reported enlisting a series of 19 enol ethers bearing chiral auxiliaries, with many providing highly diastereoselective (endo and facial diastereoselection) reactions, largely the result of an exquisitely organized [4+2] cycloaddition transition state. Three new, readily accessible, and previously unexplored auxiliaries rationally emerged from the studies and provide remarkable selectivities (two of these give 49:1 endo:exo and 48:1 facial selectivity) that promise to be useful in systems beyond those detailed.

Process for producing vinyl ether compounds

A process produces vinyl ether compounds and includes allowing a vinyl ester compound represented by following Formula (1): 1wherein R1, R2, R3 and R4 are the same or different and are each a hydrogen atom or an organic group, to react with a hydroxy compound represented by following Formula (2):R5OH??(2)wherein R5 is an organic group, in the presence of at least one transition element compound to thereby yield a vinyl ether compound represented by following Formula (3): 2wherein R2, R3, R4 and R5 have the same meanings as defined above. Such transition element compounds include iridium compounds and other compounds containing Group VIII elements.

Synthesis of allyl and alkyl vinyl ethers using an in situ prepared air-stable palladium catalyst. Efficient transfer vinylation of primary, secondary, and tertiary alcohols

An air-stable palladium catalyst formed in situ from commercially available components efficiently catalyzed the transfer vinylation between butyl vinyl ether and various allyl and alkyl alcohols to give the corresponding allyl and alkyl vinyl ethers in 61-98% yield in a single step.

Development of a highly efficient catalytic method for synthesis of vinyl ethers

A new method for the preparation of alkyl vinyl ethers has been developed. Thus, various types of alkyl vinyl ethers were synthesized by the reaction of alcohols with vinyl acetate under the influence of a catalytic amount of [Ir(cod)Cl]2 combined with Na2CO3 in good to excellent yields. Copyright