190185-54-7

Basic information

• Product Name: 2-ethyl-1-phenylbut-3-en-1-ol
• Synonyms: 2-ethyl-1-phenylbut-3-en-1-ol
• CAS NO: 190185-54-7
• Molecular Weight: 176.258
• Mol File: 190185-54-7.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-ethyl-1-phenylbut-3-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ethyl-1-phenylbut-3-en-1-ol(190185-54-7)
• EPA Substance Registry System: 2-ethyl-1-phenylbut-3-en-1-ol(190185-54-7)

Safety Data

• Hazardous Substances Data: 190185-54-7(Hazardous Substances Data)

Upstream product

• 124244-39-9 2-phenyl-2,5-dihydrofuran 
• 2386-64-3 ethylmagnesium chloride 
• 887769-12-2 C₂₅H₄₃B 
• 100-52-7 benzaldehyde 
• 1357478-16-0 C₁₀H₁₉BO₂ 
• 97-93-8 triethylaluminum 

Relevant articles and documents

Zirconocene-catalyzed kinetic resolution of dihydrofurans

Zirconocene-catalyzed kinetic resolution of dihydrofurans may be effected in the presence of 10 mol% non-racemic (EBTHI)ZrCl2. Transformations reported herein proceed efficiently to afford two constitutionally distinct and readily separable pro

Allylation reactions of aldehydes with allylboronates in aqueous media: Unique reactivity and selectivity that are only observed in the presence of water

Zn(OH)2-catalyzed allylation reactions of aldehydes with allylboronates in aqueous media have been developed. In contrast to conventional allylboration reactions of aldehydes in organic solvents, the α-addition products were obtained exclusively. A catalytic cycle in which the allylzinc species was generated through a B-to-Zn exchange process is proposed and kinetic studies were performed. The key intermediate, an allylzinc species, was detected by HRMS (ESI) analysis and by online continuous MS (ESI) analysis. This analysis revealed that, in aqueous media, the allylzinc species competitively reacted with the aldehydes and water. An investigation of the reactivity and selectivity of the allylzinc species by using several typical allylboronates (6a, 6b, 6c, 6d) clarified several important roles of water in this allylation reaction. The allylation reactions of aldehydes with allylboronic acid 2,2-dimethyl-1,3-propanediol esters proceeded smoothly in the presence of catalytic amounts of Zn(OH)2 and achiral ligand 4d in aqueous media to afford the corresponding syn-adducts in high yields with high diastereoselectivities. In all cases, the α-addition products were obtained and a wide substrate scope was tolerated. Furthermore, this reaction was applied to asymmetric catalysis by using chiral ligand 9. Based on the X-ray structure of the Zn-9 complex, several nonsymmetrical chiral ligands were also found to be effective. This reaction was further applied to catalytic asymmetric alkylallylation, chloroallylation, and alkoxyallylation processes and the synthetic utility of these reactions has been demonstrated. Still waters run deep: The Zn(OH)2-catalyzed allylation of aldehydes with allylboronates in aqueous media exclusively afford the α-addition products. This reaction was also applied to alkylallylation, chloroallylation, and alkoxyallylation reactions. The role of water is discussed. Copyright