88104-28-3

Basic information

• Product Name: 7,16-Bis(2-hydroxyphenylmethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
• Synonyms: 7,16-Bis(2-hydroxyphenylmethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
• CAS NO: 88104-28-3
• Molecular Weight: 474.598
• Mol File: 88104-28-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 7,16-Bis(2-hydroxyphenylmethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane(CAS DataBase Reference)
• NIST Chemistry Reference: 7,16-Bis(2-hydroxyphenylmethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane(88104-28-3)
• EPA Substance Registry System: 7,16-Bis(2-hydroxyphenylmethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane(88104-28-3)

Safety Data

• Hazardous Substances Data: 88104-28-3(Hazardous Substances Data)

Upstream product

• 19249-03-7 triethylene glycol di-(p-toluenesulfonate) 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 
• 50-00-0 formaldehyd 
• 23978-55-4 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 
• 108-95-2 phenol 
• 15068-08-3 o-chloromethylphenyl acetate 
• 36839-55-1 1,2-bis-(2-iodoethoxy)ethane 
• 69703-25-9 N,N'-dibenzyl-4,13-diaza-18-crown-6 
• 83809-94-3 1,10-bis(methoxymethyl)-1,10-diaza-18-crown-6 
• 93000-69-2 N,N'-bis(2-acetoxybenzyl)-4,13-diaza-18-crown-6 

Relevant articles and documents

Metal ion chemosensors based on diaza-18-crown-6 coupling with azobenzene dye

Novel naked-eye cation-selective chemosensors were developed from derivatives of diaza-18-crown-6 bearing one or two azobenzenes functionalized with o-acetic acid or p-nitro groups. The chromogenic acid and nitro derivatives exhibited solvatochromic effects with a majority of quinone-hydrazone tautomer in DMSO. The study of sensing properties of all molecules towards several metal ions showed that the one and two nitro-bearing N1 and N2 derivatives responded selectively to Cr3+ in MeCN with a color change from pink to colorless. They also showed selectivity for Hg2+ in DMSO with a color change from purple to light yellow. The detection limit of N1 and N2 that render visual difference to the naked eye are 0.21 ppm and 0.31 ppm for Cr3+ in MeCN, and 1.20 ppm and 1.00 ppm for Hg2+ in DMSO, while that obtained from 3σ method are 0.08 ppm and 0.03 ppm for Hg2+ in DMSO. These results demonstrate a potential use of p-nitro azobenzene diaza-18-crown-6 as naked-eye sensors, notably for Cr3+ that brings acute toxic to aquatic life.

Syntheses of Calcium-Selective, Substituted Diaza-Crown Ethers: A Novel, One-Step Formation of Bibracchial Lariat Ethers (BiBLEs)

Ten N,N-disubstituted derivatives of 4,13-diaza-18-crown-6 (7) have been prepared, three of which exhibit Ca2+, over either Na+ or K+, selectivity.This selectivity has been achieved by utilizing polar, yet uncharged, donor groups such as carbethoxymethyl.Several of these compunds have been prepared by a novel, one-step reaction of aliphatic primary amines with triethylene glycol diiodide.The compounds prepared by this method include examples having the following substituents on nitrogen: benzyl, 2-methoxybenzyl, 2-hydroxyethyl, allyl, 2-furylmethyl, and 2-pyridylmethyl.Isolated yields of pure product for the one-step reaction were in the range 26 +/- 4percent.The corresponding derivatives of 7 having 2-methoxyethyl, carbethoxymethyl, carboxymethyl, and 2-hydroxybenzyl sidearms were also prepared so that cation selectivity as a function of structure could be assessed.Homogeneous stability constants (Ks) for the association between the various ligands and Na+, K+, and Ca2+ were determined and are reported.Significant Ca2+ selectivity is achieved for the first time in these systems which should retain a high degree of binding dynamics since the donor groups of primary interest in this study are non-ionizable.