130190-54-4

Basic information

• Product Name: (2R,3R)-1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane-2,3-dicarboxylic acid N,N'-diacetic acid bis(hydrogen toluenesulfonate)
• CAS NO: 130190-54-4
• Molecular Weight: 810.852
• Mol File: 130190-54-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,3R)-1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane-2,3-dicarboxylic acid N,N'-diacetic acid bis(hydrogen toluenesulfonate)(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane-2,3-dicarboxylic acid N,N'-diacetic acid bis(hydrogen toluenesulfonate)(130190-54-4)
• EPA Substance Registry System: (2R,3R)-1,4,10,13-Tetraoxa-7,16-diazacyclooctadecane-2,3-dicarboxylic acid N,N'-diacetic acid bis(hydrogen toluenesulfonate)(130190-54-4)

Safety Data

• Hazardous Substances Data: 130190-54-4(Hazardous Substances Data)

Upstream product

• 130190-45-3 (2R,3R)-N,N,N',N'-Tetramethyl-1,4,10,13-tetraoxa-7,16-ditosylazacyclooctadecane-2,3-dicarboxamide 
• 100190-98-5 (2R,3R)-N,N,N',N'-tetramethyl-2,3-bis<2-(tosyloxy)ethoxy>succinamide 
• 130190-46-4 (2R,3R)-N,N,N',N'-Tetramethyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane-2,3-dicarboxamide 
• 100190-95-2 (2R,3R)-N,N,N',N'-Tetramethyl-2,3-bis(2-hydroxyethyl)succinamide 
• 104-15-4 toluene-4-sulfonic acid 

Relevant articles and documents

Polycarboxylate diaza crown ethers derived from R,R-(+)-tartaric acid: synthesis and complexation of metal ions

The synthesis and complexation properties of polycarboxylate diaza crown ethers based on R,R-(+)-tartaric acid are described.Cesium carbonate mediated macrocyclization of a bis-tosylamide precursor with a bis-tosylate precursor provided the protected crown ethers.Photochemical deprotection of the tosylamides and hydrolysis of the carboxamides yielded dicarboxylic and tetracarboxylic acid derivatives of 1,10-diaza-18-crown-6.N-Methylenecarboxylate (N-acetate) derivatives were prepared by N-alkylation with bromoacetic acid.The synthetic and purification procedures developed provide samples of the ligands in a metal-free form.Acidity and stability constants for complexation of alkali metal, alkaline earth, late- and post-transition metal cations were determined by potentiometric titration.The ligands form complexes which show enhancement of stability by charge-charge and chelate interaction with the carboxylates.In comparison with crown ether polycarboxylates these aza crown ethers showed a selectivity for softer metal ions relative to alkali and alkaline earth metal ions.N-Methylenecarboxylate chelate ligands were found to bind almost all types of metal ions, due to a highly co-operative array of charge-charge, chelate and crown ether interactions.