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

Base Information

• Chemical Name: 1,4,7,13-Tetraoxa-10,16-diazacyclooctadecane
• CAS No.: 41775-36-4
• Molecular Formula: C₁₂H₂₆N₂O₄
• Molecular Weight: 262.349
• European Community (EC) Number: 651-259-7
• Nikkaji Number: J2.002.997H
• ChEMBL ID: CHEMBL1882257
• Mol file: 41775-36-4.mol

Synonyms:1,4,7,13-tetraoxa-10,16-diazacyclooctadecane;1,7-diaza-18-crown-6;CBDivE_001548;Oprea1_220241;MLS000699065;SCHEMBL544884;CHEMBL1882257;HMS2554N18;AKOS021983235;NCGC00247180-01;SMR000225440;AF-962/32160062;SR-01000390001;SR-01000390001-1;1,4,7,13-TETRAOXA-10,16-DIAZA-CYCLOOCTADECANE

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

Chemical Property:

• Vapor Pressure: 5.33E-07mmHg at 25°C
• Boiling Point: 412.1°C at 760 mmHg
• Flash Point: 170.6°C
• Density: 0.952g/cm³
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 262.18925731
• Heavy Atom Count: 18
• Complexity: 156

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCNCCOCCOCCOCCN1

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

There total 13 articles about 1,4,7,13-Tetraoxa-10,16-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: 99.0%

1,4,7,13-Tetraoxa-10,16-diaza-cyclooctadecane-9,17-dione (93274-37-4) → 1,4,7,13-tetraoxa-10,16-diazacyclooctadecane (41775-36-4)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran;

DOI:10.1039/c39940001131

Reference yield: 90.2%

C12H22N2O6 (1417734-41-8) → 1,4,7,13-tetraoxa-10,16-diazacyclooctadecane (41775-36-4)

Guidance literature:

C₁₂H₂₂N₂O₆; With lithium aluminium tetrahydride; In tetrahydrofuran; for 7h; Cooling with ice; Reflux;

With tetraethylammonium hydroxide; In tetrahydrofuran; chloroform; water; pH=10;

DOI:10.1007/s10870-012-0281-1

Reference yield: 68.0%

10,16-bis(p-tolylsulphonyl)-1,4,7,13-tetraoxa-10,16-diazacyclo-octadecane (74461-34-0) → 1,4,7,13-tetraoxa-10,16-diazacyclooctadecane (41775-36-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 20h; Heating;

upstream raw materials:

1,17-dihydroxy-3,15-diaza-6,9,12-trioxaheptadecane

1,4,7,13-Tetraoxa-10,16-diaza-cyclooctadecane-9,17-dione

10,16-bis(p-tolylsulphonyl)-1,4,7,13-tetraoxa-10,16-diazacyclo-octadecane

2,2'-diaminodiethyl ether

Downstream raw materials:

4,7,13,16,21,24-hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane

Refernces

• 1、 Nguyen, Tam,Buckley, Christopher M.,Ellis, Trevor K.,Smith, Gary L. N.,Powell, Douglas R.,Taylor, Richard W.. "Synthesis, NMR studies and crystal structure of cryptand 4,7,10,16,21-pentaoxa-1,13-diazabicyclo[11.5.5]tricosane, [H(3.1.1) ·(H2O)3]Cl". . p. 573 - 577. Retrieved 2012.
• 2、 Solov'ev, Vitally P.,Strakhova, Nadezhda N.,Kazachenko, Vladimir P.,Solotnov, Alexandr F.,Baulin, Vladimir E.,Raevsky, Oleg A.,Ruediger, Volker,Eblinger, Frank,Schneider, Hans-Joerg. "Steric and stereoelectronic effects in aza crown ether complexes". . p. 1379 - 1389. Retrieved 2007/10/03.