69703-25-9

Usage

Uses

Used in Electrochemistry:
N,N'-Dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane is used as a macrocycle for modifying electrodes in the estimation of riboflavin or vitamin B2 in food and pharmaceutical samples. Its ability to interact with specific analytes enhances the sensitivity and selectivity of the electrochemical detection process.
Used in Sensor Development:
In the preparation of poly(vinyl chloride) membrane-based Zn2+ sensors, N,N'-Dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane serves as an ionophore, making it applicable in the estimation of Zn in water and drug samples. This application highlights its potential in environmental and pharmaceutical analysis.
Used in Environmental Analysis:
N,N'-Dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane is used to prepare a modified graphite electrode, which is employed in the detection of samarium in ores and industrial effluents. This application demonstrates its utility in monitoring and managing environmental contaminants and industrial waste.

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

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

Downstream Products

• 23978-55-4 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 
• 94605-71-7 7-benzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 
• 72912-01-7 N,N'-bis(carboxymethyl)-4,13-diaza-18-crown-6 
• 88104-28-3 7,16-Bis(2-hydroxyphenylmethyl)-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane 
• 93000-69-2 N,N'-bis(2-acetoxybenzyl)-4,13-diaza-18-crown-6 
• 773852-88-3 [Ag₂(N,N']-dibenzyl-4,13-diaza-18-crown-6-ether)(CF₃SO₃)2] 
• 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 
• 194538-59-5 (dibenzyldiaza-18-crown-6) lanthanum(III) thiocyanate 

Relevant academic research and scientific papers

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.

Improved Syntheses of Benzyl Hydraphile Synthetic Cation-Conducting Channels

The tris(macrocycle)s that function in bilayer membranes as ion channels have recently shown versatile new applications such as antibiotic synergists and as agents for direct injection chemotherapy. This report records the development of new and versatile approaches to these molecules that produce significantly better overall yields for a group of previously reported hydraphiles having spacer chains ranging from octylene to hexadecylene.

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.

Synthetic models for transmembrane channels: Structural variations that alter cation flux

Twelve novel bis- or tris(macrocyclic) compounds have been designed as models for cation-conducting channels that function in phospholipid bilayer vesicle membranes. In general, the channel model systems have the structure "sidearm-crown-spacer-crown-spac

KINETIC AND EQUILIBRIUM STUDIES OF THE REACTION OF 1,3,5-TRINITROBENZENE WITH CRYPTANDS IN ACETONITRILE

Kinetic and equilibrium data for the formation of the adduct from 1,3,5-trinitrobenzene (TNB) with cryptands (221, 222, 21, 22 and di-(Ph-CH2)22) in acetonitrile are reported.The influence of structure and pKa of cryptands on the rate constants, activation and reaction parameters are discussed.A reaction mechanism between TNB and different cryptands has been proposed.

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.

Syntheses of unsymmetrically N,N′-bis (substituted)-4,13-diaza-18-crown-6-ether derivatives as a new electron donor-spacer-acceptor triad

A simple and general synthetic strategy potentially applicable for the preparation of a wide variety of unsymmetrically N,N′-bis(substituted)-4, 13-diaza-18-crown-6-ether derivatives was reported.

PYRIDINO-ARMED DIAZA-CROWN ETHERS FOR SPECIFIC TRANSPORT OF "TRANSITION METAL CATIONS"

A new series of double armed diaza-crown ethers, bearing pyridino- and quinolino-arm groups, were first shown to effectively bind and transport some "transition metal cations" via threedimensional complexations, which were not attained by common crown ethers.

N,N'-BIS(SUBSTITUTED)-4,13-DIAZA-18-CROWN-6 DERIVATIVES HAVING PI-DONOR-GROUP-SIDEARMS: CORRELATION OF THERMODINAMICS AND SOLID STATE STRUCTURES

Solution thermodynamic data and solid state structure information are used to show that a series of N,N'-bis(substituted)-4,13-diaza-18-crown-6 (BiBLE) derivatives which lack oxygen or nitrogen donor groups in the sidearms do not utilize the sidearms for binding but show considerable variation in their binding constants.