69703-25-9

Basic information

• Product Name: N,N'-DIBENZYL-1,4,10,13-TETRAOXA-7,16-DIAZACYCLOOCTADECANE
• Synonyms: MERCURY IONOPHORE I;1,10-DIBENZYL-1,10-DIAZA-18-CROWN-6;7,16-DIBENZYL-1,4,10,13-TETRAOXA-7,16-DIAZACYCLOOCTADECANE;N,N'-DIBENZYL-4,13-DIAZA-18-CROWN-6;N,N'-DIBENZYL-4,13-DIAZA-18-CROWN 6-ETHER;N,N'-DIBENZYL-4,13-DIAZA-18-CRWN 6-ETHER;N,N'-DIBENZYL-1,4,10,13-TETRAOXA-7,16-DIAZACYCLOOCTADECANE;n,n'-dibenzyl-4,13-diaza-18-crown
• CAS NO: 69703-25-9
• Molecular Formula: C₂₆H₃₈N₂O₄
• Molecular Weight: 442.59
• Product Categories: Azacrown Ethers;Crown Ethers;Functional Materials;Macrocycles for Host-Guest Chemistry
• Mol File: 69703-25-9.mol
• Article Data: 19

Chemical Properties

• Melting Point: 80-83 °C(lit.)
• Boiling Point: 561.8oC at 760 mmHg
• Flash Point: 148.6oC
• Appearance: /
• Density: 1.048g/cm3
• Vapor Pressure: 1.19E-12mmHg at 25°C
• Refractive Index: 1.514
• BRN: 1044804
• CAS DataBase Reference: N,N'-DIBENZYL-1,4,10,13-TETRAOXA-7,16-DIAZACYCLOOCTADECANE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-DIBENZYL-1,4,10,13-TETRAOXA-7,16-DIAZACYCLOOCTADECANE(69703-25-9)
• EPA Substance Registry System: N,N'-DIBENZYL-1,4,10,13-TETRAOXA-7,16-DIAZACYCLOOCTADECANE(69703-25-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10
• Hazardous Substances Data: 69703-25-9(Hazardous Substances Data)

Usage

Uses

7,16-Dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane can be used:As a macrocycle that facilitates the modification of the electrode used in the estimation of riboflavin or vitamin B2 in food and pharmaceutical samples.As an ionophore in the preparation of poly(vinyl chloride) membrane-based Zn2+?sensor applicable in the estimation of Zn in water and drug samples.To prepare a modified graphite electrode, which is used in the detection of samarium in ores and industrial effluents.

InChI:InChI=1/C26H38N2O4/c1-3-7-25(8-4-1)23-27-11-15-29-19-21-31-17-13-28(24-26-9-5-2-6-10-26)14-18-32-22-20-30-16-12-27/h1-10H,11-24H2

Upstream product

• 81897-78-1 4,13-dibenzoyl-1,7,10,16-tetraoxa-4,13-diazacyclo-octadecane 
• 98-88-4 benzoyl chloride 
• 112-26-5 1,2-bis(2-chloroethoxy)ethane 
• 100-46-9 benzylamine 
• 100-52-7 benzaldehyde 
• 23978-55-4 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 
• 36839-55-1 1,2-bis-(2-iodoethoxy)ethane 
• 66582-26-1 1,10-dibenzyl-4,7-dioxa-1,10-diazadecane 
• 100-39-0 benzyl bromide 
• 19249-03-7 triethylene glycol di-(p-toluenesulfonate) 
• 100-44-7 benzyl chloride 

Downstream Products

• 773852-88-3 [Ag₂(N,N']-dibenzyl-4,13-diaza-18-crown-6-ether)(CF₃SO₃)2] 
• 773852-87-2 [Ag(N,N']-dibenzyl-4,13-diaza-18-crown-6-ether)]CF₃SO₃ 
• 165191-71-9 7,16-bis-[12-(16-benzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadec-7-yl)-dodecyl]-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 
• 1007834-20-9 C₅₀H₇₈N₂O₁₀ 
• 819084-44-1 1-(16-benzyl-1,4,10,13-tetraoxa-7,16-diaza-cyclooctadec-7-yl)-12-bromo-dodecan-1-one 
• 329014-40-6 1-(16-benzyl-1,4,10,13-tetraoxa-7,16-diaza-cyclooctadec-7-yl)-12-{4'-[12-(16-benzyl-1,4,10,13-tetraoxa-7,16-diaza-cyclooctadec-7-yl)-12-oxo-dodecyloxy]-biphenyl-4-yloxy}-dodecan-1-one 
• 192213-44-8 N,N'-bis(11-benzyloxycarbonylundecyl)-4,13-diaza-18-crown-6 
• 94605-71-7 7-benzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 
• 23978-55-4 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 

Relevant articles and documents

Specific Cation-transport Abilities of New Macrocyclic Polyamine Compounds

The lipophilic macrocyclic polyamine carriers (1) and (2) mediated efficient ammonium-cation transport with characteristic properties not observed in previously reported crown ether systems.

Selective mono-alkylation of N-methoxybenzamides

We report our latest discovery of norbornene derivative modulated highly mono-selective ortho-C-H activation alkylation reactions on arenes bearing simple mono-dentate coordinating groups. The reaction features the use of readily available benzamides and alkyl halides. During the study, we prepared 30 mono-alkylated aryl amides in good yields with good mono-selectivity. We have also demonstrated that structurally rigid alkenes such as norbornene and its derivatives are a good class of ligand and could be used for future direct C-H functionalizations. The utilization of norbornene type ligands for assistance in C-H activation processes has opened a new window for future molecular design using direct C-H functionalization strategies.

The syntheses and structural characterizations of some monoaza- and diaza-crown ethers

Several aza-crown ethers have been synthesized and their structures determined by X-ray crystallography. In a modified synthesis of diaza-18-crown-6 we isolated two of the intermediates, viz. the NaI salt (1) of N,N′-dibenzyldiaza-18-crown-6 and the salt-free macrocycle (2), and determined their stuctures. In compound (1) a hydrated crown-encapsulated sodium cation was revealed with both benzyl groups folded down and away from the water molecule while in compound (2) a centrosymmetric crown with the benzyl groups splayed out from the ring was found. In addition, we have determined the X-ray crystal structures of monoaza-18-crown-6 and the hydrochloride salt of monoaza-15-crown-5. In the former, the crown resides on an inversion centre showing N/O disorder, and in the latter the protonated amine hydrogen bonds with the chloride anion. CSIRO 1999.

Synthesis and Spectral Properties of New Fluorescent Probes for Potassium

Studies on the preparation and properties of two new, selective fluorescent probes CD18, 1 and C18, 2 for potassium are described.The probes incorporate the 1,10-diaza-18-crown-6 chelating group for the ion and the coumarin group as the fluorophore.The probes are compared with the known reagent PBFI.C18 shows considerably greater selectivity for potassium over sodium than PBFI.