7,16-Dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

Base Information

• Chemical Name: 7,16-Dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane
• CAS No.: 69703-25-9
• Molecular Formula: C26H38N2O4
• Molecular Weight: 442.599
• European Community (EC) Number: 622-136-5
• DSSTox Substance ID: DTXSID40391303
• Nikkaji Number: J534.081K
• Wikidata: Q82188682
• ChEMBL ID: CHEMBL222671
• Mol file: 69703-25-9.mol

Synonyms:DBTODAOD;DD18C6 cpd;N,N'-dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

Chemical Property of 7,16-Dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

Chemical Property:

• Vapor Pressure: 1.19E-12mmHg at 25°C
• Melting Point: 80-83 °C(lit.)
• Refractive Index: 1.514
• Boiling Point: 561.8oC at 760 mmHg
• Flash Point: 148.6oC
• PSA: 43.40000
• Density: 1.048g/cm3
• LogP: 2.94660
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 442.28315770
• Heavy Atom Count: 32
• Complexity: 382

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N''-Dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COCCOCCN(CCOCCOCCN1CC2=CC=CC=C2)CC3=CC=CC=C3
• 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.

Technology Process of 7,16-Dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

There total 22 articles about 7,16-Dibenzyl-1,4,10,13-tetraoxa-7,16-diazacyclooctadecane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

4,13-dibenzoyl-1,7,10,16-tetraoxa-4,13-diazacyclo-octadecane (81897-78-1) + benzoyl chloride (98-88-4) → N,N'-dibenzyl-4,13-diaza-18-crown-6 (69703-25-9)

Guidance literature:

With borane; In tetrahydrofuran; for 2h; Heating;

DOI:10.1021/jo00164a004

Reference yield: 80.0%

benzyl chloride (100-44-7) + 1,4,10,13-tetraoxa-7,16-diazacyclooctadecane (23978-55-4) → N,N'-dibenzyl-4,13-diaza-18-crown-6 (69703-25-9)

Guidance literature:

With sodium hydroxide; In chloroform; water; Ambient temperature; overnight;

DOI:10.1246/bcsj.57.2685

Reference yield: 71.0%

1,2-bis-(2-iodoethoxy)ethane (36839-55-1) + 1,10-dibenzyl-4,7-dioxa-1,10-diazadecane (66582-26-1) → N,N'-dibenzyl-4,13-diaza-18-crown-6 (69703-25-9)

Guidance literature:

With sodium carbonate; sodium iodide; In acetonitrile; for 21h; Reflux;

DOI:10.15227/orgsyn.068.0227

upstream raw materials:

1,2-bis-(2-iodoethoxy)ethane

1,10-dibenzyl-4,7-dioxa-1,10-diazadecane

benzyl chloride

1,4,10,13-tetraoxa-7,16-diazacyclooctadecane

Downstream raw materials:

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

C₅₀H₇₈N₂O₁₀

Refernces

• 1、 Tsukube, Hiroshi. "Characteristic Transport Properties of Diaza-crown Ethers for Primary and Secondary Ammonium Cations". . p. 2685 - 2686. Retrieved 1984.
• 2、 Curvey, Nichole S.,Luderer, Sarah E.,Walker, John K.,Gokel, George W.. "Improved Syntheses of Benzyl Hydraphile Synthetic Cation-Conducting Channels". . p. 2771 - 2779. Retrieved 2015/02/19.
• 3、 Murillo, Oscar,Watanabe, Shigeru,Nakano, Akio,Gokel, George W.. "Synthetic models for transmembrane channels: Structural variations that alter cation flux". . p. 7665 - 7679. Retrieved 2007/10/03.