41757-95-3

Basic information

• Product Name: 4'-ACETYLBENZO-15-CROWN 5-ETHER
• Synonyms: 1-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin-15-y;cetylbenzo-15-crown-5;ethanone,1-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadec;in-15-yl)-;l)ethanone;2,3-(4-ACETYLBENZO)-1,4,7,10,13-PENTAOXACYCLOPENTADEC-2-ENE;4'-ACETYLBENZO-15-CROWN 5-ETHER;1-(6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxabenzocyclopentadecen-2-yl)ethanone
• CAS NO: 41757-95-3
• Molecular Formula: C₁₆H₂₂O₆
• Molecular Weight: 310.34
• Product Categories: Crown Ethers;Functional Materials;Macrocycles for Host-Guest Chemistry
• Mol File: 41757-95-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: 95-97℃
• Boiling Point: 481.1°Cat760mmHg
• Flash Point: 213.3°C
• Appearance: /
• Density: 1.097
• Vapor Pressure: 2.05E-09mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: 4'-ACETYLBENZO-15-CROWN 5-ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-ACETYLBENZO-15-CROWN 5-ETHER(41757-95-3)
• EPA Substance Registry System: 4'-ACETYLBENZO-15-CROWN 5-ETHER(41757-95-3)

Safety Data

• RTECS: KM5782540
• Hazardous Substances Data: 41757-95-3(Hazardous Substances Data)

Usage

General Description

4'-Acetylbenzo-15-crown-5-ether is a chemical compound with a crown ether structure. It is composed of a benzene ring with an acetyl group attached at the 4' position and a crown ether ring containing five oxygen atoms. 4'-ACETYLBENZO-15-CROWN 5-ETHER has been studied for its potential use in ion-selective electrodes and sensors due to its ability to selectively bind certain metal ions. It has also been investigated for its use in extraction and separation processes, as well as in pharmaceutical and biomedical applications. Additionally, this compound has been studied for its potential use in catalysis and as a chemical reagent in organic synthesis.

InChI:InChI=1/C16H22O6/c1-13(17)14-2-3-15-16(12-14)22-11-9-20-7-5-18-4-6-19-8-10-21-15/h2-3,12H,4-11H2,1H3

Upstream product

• 75906-43-3 1-(6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecen-2-yl)-ethanone oxime 
• 112-60-7 Tetraethylene glycol 
• 120-80-9 benzene-1,2-diol 
• 55400-73-2 ((oxybis(ethane-2,1-diyl))bis(oxy))bis(ethane-2,1-diyl) dimethanesulfonate 
• 638-56-2 1,11-dichloro-3,6,9-trioxaundecane 
• 108-24-7 acetic anhydride 
• 14098-44-3 2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 1197-09-7 1-(3,4-dihydroxyphenyl)ethan-1-one 

Downstream Products

• 1254227-97-8 16,16-diphenyl-2,3,5,6,8,9,11,12-octahydro-16H-[1,4,7,10,13]pentaoxacyclopentadeca[2,3-g]chromene 
• 1393674-39-9 C₂₃H₂₉N₃O₇ 
• 934244-60-7 C₂₄H₃₁N₃O₅S 
• 934244-61-8 C₂₄H₃₁N₃O₅S 
• 934244-62-9 C₂₄H₃₁N₃O₅S 
• 77586-31-3 4'-(N-isopropylbenzylaminoacetoxy)benzo-15-crown-5 hydrochloride 
• 77586-30-2 4'-(N-methylbenzylaminoacetoxy)benzo-15-crown-5 hydrochloride 
• 77586-32-4 4'-(N-t-butylbenzylaminoacetoxy)benzo-15-crown-5 hydrochloride 
• 85921-13-7 6,7,9,10,12,13,15,16-Octahydro-5,8,11,14,17-pentaoxa-benzocyclopentadecene-2-carboxylic acid (4aR,6S,7R,8S,8aS)-8-hydroxy-6-methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester 
• 56683-56-8 methyl (benzo-15-crown-5)-15-carboxylate 
• 39557-70-5 4'-Vinylbenzo-15-crown-5 ether 
• 76177-49-6 5<(benzo-15-crown-5)-4'-yl>pyrazine-2,3-dicarbonitrile 

Relevant articles and documents

Solvent Extraction of Lanthanoid(III) Picrates with a Bis(crown ether): Enhanced Extractability through Double-sandwich Complexation

Solvent extractions of aqueous light lanthanoid(III) picrates (La-Gd) with 1,8-dioxooctamethylenebis(4'-benzo-15-crown-5) 4 were conducted at low ionic strength in the absence of dense background salts.Possessing two crown ether units, the bis(crown ether) gave much higher extractabilities for the lanthanoids than did the reference ligand, 4'-acetylbenzo-15-crown-5 3, or related ligands 15-crown-5 1 and benzo-15-crown-5 2, although the profile of the relative cation-selectivity sequence became flat.Unexpectedly, quantitative solvent extraction studies revealed that the cation:ligand stoichiometry of the complex is not 1:1 but 1:2.This indicates that the enhanced extractabilities and the decreased cation selectivity arise not from the conventional intramolecular sandwich complexation but from the unique bimolecular double-sandwich complexation incorporating four crown ether units wrapping around a partially hydrated lanthanoid ion that has to be shielded effectively from the surrounding organic solvent molecules.

Lipase-mediated resolution of racemic benzo-15-crown-5 ether derivatives

Racemic large secondary alcohol, 4'-hydroxyethyl-benzo-15-crown-5-ether, (±)-1 was kinetically resolved in high optical yield by asymmetric transformation with Candida antarctica lipase and Pseudomonas cepacia lipase. (C) 2000 Elsevier Science Ltd.

Studies on the photochemical behavior of N-salicylidenaniline in chloroform

An N-salicylidenaniline (SA), compound 1 with 15-crown-5 moiety, was synthesized. The time-dependent NMR was used to track its photochromic process. The experimental results showed that ultraviolet irradiation would lead compound 1 to decompose into the corresponding salicylaldehyde and amine in chloroform solution, instead of experiencing a photochromic process. By the same method, the reported photochromic results of other SAs were also corrected.

Synthesis and characterization of new vic-dioximes with benzo-15-crown-5 derivatives and their nickel(II), copper(II), cobalt(II) complexes

Benzo-15-crown-5-p-toluidino-glyoxime (1) and N(1-naphthyl)amino-benzo-15- crown-5-glyoxime (2) were synthesized by classical methods. Their structures were confirmed by spectral techniques. Both of them were capable of forming complexes with various metal ions (Co2+, Cu2+ and Ni 2+). The structure of the complexes was confirmed by FT-IR, mass spectra and elemental analyses.