14371-19-8

Basic information

• Product Name: (Z)-Methyl styryl ether
• Synonyms: (Z)-1-Methoxy-2-phenylethene;(Z)-Methyl styryl ether;[(Z)-2-Methoxyethenyl]benzene;cis-β-Methoxystyrene;Methyl (Z)-styryl ether;Methyl [(Z)-styryl] ether
• CAS NO: 14371-19-8
• Molecular Formula: C₉H₁₀O
• Molecular Weight: 0
• Mol File: 14371-19-8.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (Z)-Methyl styryl ether(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-Methyl styryl ether(14371-19-8)
• EPA Substance Registry System: (Z)-Methyl styryl ether(14371-19-8)

Safety Data

• Hazardous Substances Data: 14371-19-8(Hazardous Substances Data)

Upstream product

• 101-48-4 phenylacetaldehyde dimethyl acetal 
• 110-86-1 pyridine 
• 865-33-8 potassium methanolate 
• 536-74-3 phenylacetylene 
• 67-56-1 methanol 
• 1455-13-6 deuteromethanol 
• 108-94-1 cyclohexanone 
• 60466-30-0 (Z)-β-(phenylseleno)styrene 
• 89036-92-0 C₁₅H₁₆O₃S 
• 122-78-1 phenylacetaldehyde 
• 77-78-1 dimethyl sulfate 
• 124-41-4 sodium methylate 

Downstream Products

• 32569-87-2 4-methoxyl-phenylacetylene 
• 16927-13-2 α-bromophenylacetaldehyde 
• 14371-25-6 2-bromo-1,1-dimethoxy-2-phenylethane 
• 24206-08-4 3r-Methoxy-2,2,4c-triphenyl-cyclobutanon-⁽¹⁾ 
• 3846-66-0 (E)-1-tert-butyl-2-phenylethene 
• 3740-05-4 (Z)-1-(3,3-dimethylbut-1-enyl)benzene 
• 73451-95-3 (E)-1-methoxy-2-phenyl-1-trimethylsilylethene 
• 82469-44-1 methyl 2-(1-hydroxyethylidene)-4-methoxy-3-phenyl-3-butenoate 
• 82469-43-0 cis-2-methoxy-3-phenyl-4-(methoxycarbonyl)-5-methyl-2,3-dihydrofuran 
• 123533-37-9 (R)-4-((2R,3S,4R)-4-Methoxy-3-phenyl-oxetan-2-yl)-2,2-dimethyl-[1,3]dioxolane 
• 4714-21-0 E-1-methyl-4-styryl-benzene 
• 1657-45-0 (Z)-4-methylstilbene 
• 83947-56-2 4,4,5,5-tetramethyl-2-((E)-styryl)-[1,3,2]dioxaborolane 
• 21209-32-5 (E)-1-(triethylsilyl)-2-phenylethene 

Relevant articles and documents

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Variation on the π-Acceptor Ligand within a RhI?N-Heterocyclic Carbene Framework: Divergent Catalytic Outcomes for Phenylacetylene-Methanol Transformations

A series of neutral and cationic rhodium complexes bearing IPr {IPr=1,3-bis-(2,6-diisopropylphenyl)imidazolin-2-carbene} and π-acceptor ligands are reported. Cationic species [Rh(η4-cod)(IPr)(NCCH3)]+ and [Rh(CO)(IPr)(L)2]+ (L=pyridine, CH3CN) were obtained by chlorido abstraction in suitable complexes, whereas the cod-CO derivative [Rh(η4-cod)(IPr)(CO)]+ was formed by the carbonylation of [Rh(η4-cod)(IPr)(NCCH3)]+. Alternatively, neutral derivatives of type RhCl(IPr)(L)2 {L=tBuNC or P(OMe)3} can be accessed from [Rh(μ-Cl)(η2-coe)(IPr)]2. In addition, the mononuclear species Rh(CN)(η4-cod)(IPr) was prepared by cyanide-chlorido anion exchange, which after carbonylation afforded the unusual trinuclear compound [Rh{1κC,2κN-(CN)}(CO)(IPr)]3. Divergent catalytic outcomes in the phenylacetylene-methanol transformations have been observed. Thus, enol ethers, arisen from hydroalkoxylation of the alkyne, were obtained with neutral Rh?CO catalyst precursors whereas dienol ethers were formed with cationic catalysts. Variable amounts of alkyne dimerization, cyclotrimerization or polymerization products were obtained in the absence of a strong π-acceptor ligand on the catalyst.

Z-selective, anti-Markovnikov addition of alkoxides to terminal alkynes: An electron transfer pathway?

Potassium alkoxides undergo anti-Markovnikov addition to aryl-substituted alkynes with Z selectivity in DMF as the solvent. The yields and efficiency of the reaction was also found to be enhanced by the addition of a secondary amine ligand such as N,N′-di

Transition metal-free stereoselective α-vinylation of cyclic ketones with arylacetylenes in the superbasic catalytic triad potassium hydroxide/tert-butyl alcohol/dimethyl sulfoxide

A stereoselective α-vinylation of cycloaliphatic ketones with arylacetylenes under the transition metal-free conditions has been developed. The reaction is promoted by the superbasic catalytic triad potassium hydroxide/tert-butyl alcohol/dimethyl sulfoxide (80-110 °C, 1-2 h) to afford mainly (E)-β,γ-ethylenic ketones, their (E)-α,β-isomers being minor products, in up to 83% total yield. Copyright