1151683-54-3

Basic information

• Product Name: ethyl 4-(4-ethynylphenoxy)butanoate
• Synonyms: ethyl 4-(4-ethynylphenoxy)butanoate
• CAS NO: 1151683-54-3
• Molecular Weight: 232.279
• Mol File: 1151683-54-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: ethyl 4-(4-ethynylphenoxy)butanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-(4-ethynylphenoxy)butanoate(1151683-54-3)
• EPA Substance Registry System: ethyl 4-(4-ethynylphenoxy)butanoate(1151683-54-3)

Safety Data

• Hazardous Substances Data: 1151683-54-3(Hazardous Substances Data)

Upstream product

• 191228-76-9 4-(4-iodophenoxy)butanoic acid ethyl ester 
• 2969-81-5 Ethyl 4-bromobutyrate 
• 88075-18-7 4-(2-(trimethylsilyl)ethynyl)phenol 
• 540-38-5 p-Iodophenol 
• 1023744-14-0 ethyl 4-(4-trimethylsilylethynylphenoxy)butyrate 

Downstream Products

• 1151683-57-6 C₄₃H₅₃N₇O₁₁ 
• 1357504-62-1 4-(4-{4-[4-(3-ethoxycarbonylpropoxy)phenyl]-(E)-but-1-en-3-ynyl}phenoxy)butyric acid ethyl ester 

Relevant articles and documents

Cyclodextrin-Based [c2]Daisy Chain Rotaxane Insulating Two Diarylacetylene Cores

A [c2]daisy chain rotaxane with two diarylacetylene cores was efficiently synthesized in 53 % yield by capping a C2-symmetric pseudo[2]rotaxane composed of two diarylacetylene-substituted permethylated α-cyclodextrins (PM α-CDs) with aniline stoppers. The maximum absorption wavelength of the [c2]daisy chain rotaxane remained almost unchanged in various solvents, unlike that of the stoppered monomer, indicating that the two independent diarylacetylene cores were insulated from the external environment by the PM α-CDs. Furthermore, the [c2]daisy chain rotaxane exhibited fluorescence emission derived from both diarylacetylene monomers and the excimer, which implies that the [c2]daisy chain structure can undergo contraction and extension. This is the first demonstration of a system in which excimer formation between two π-conjugated molecules within an isolated space can be controlled by the unique motion of a [c2]daisy chain rotaxane.

Dimerization of terminal arylalkynes in aqueous medium by ruthenium and acid promoted (RAP) catalysis: Acetate-assisted (sp)C-(sp2)C bond formation

The hexamethylbenzene ruthenium(II) dimer [{RuCl(m-Cl)(h6-C 6Me6)}]2 (5 mol%), tested among a series of ruthenium(II) and ruthenium(IV) complexes, represents an efficient precatalyst source for the dimerization of terminal arylalkynes ArCΞ CH [Ar=C 6H5, 3,4,5-(OMe)3C6H2, 4-MeOC 6H6, 2-MeOC6H6, 4-MeC 6H6, 2,4,5-Me3C6H2, 4-BrC 6H6, 4-ClC6H6, 4-FC 6H6, 4-HC(=O)C6H6, 4-CH 2=CHC6H6, 3-NCC6H6, 4-O2NC6H6, 4-EtO2C-(CH2)3OC6H 6, 4-HO(CH2CH2O)3C6H 6, 3-HO(CH2CH2O)3-C 6H6] in acetic acid/water mixture (1:1, v/v). The reactions proceed for 24 h at room temperature under heterogeneous conditions and afford the dimeric enyne derivatives (E)-Ar-CH=CH-C-C-Ar in high yields and stereoselectivity. The preformed acetato complex [RuCl(h6-C 6Me6)(k2-OAc)] catalyzes the dimerization of phenylacetylene under analogous conditions, with rapid substrate conversion. The presence of cosolvents of acetic acid different from water reduces dramatically the efficiency and selectivity of the reaction. The aqueous medium facilitates the activation stage of the precatalyst by assisting the splitting of the ruthenium dimer. The addition or generation in situ of acetate salts results in shorter reactions times (0.5-3 h) and excellent yields, due to the rapid formation of active acetato complexes. Circumstantial evidence indicates that the p-bound alkyne molecule is activated by intramolecular proton abstraction. This is currently the most efficient, E-selective and wide-scope catalytic system for the alkyne dimerization reaction in protic aqueous media.