1,4,7,10,13,16-Hexaazacyclooctadecane

Base Information

• Chemical Name: 1,4,7,10,13,16-Hexaazacyclooctadecane
• CAS No.: 296-35-5
• Molecular Formula: C12H30N6
• Molecular Weight: 258.41
• Hs Code.: 2933990090
• European Community (EC) Number: 206-042-8
• DSSTox Substance ID: DTXSID70183778
• Nikkaji Number: J4.443A
• Wikipedia: Hexaaza-18-crown-6
• Wikidata: Q72481552
• Mol file: 296-35-5.mol

Synonyms:1,4,7,10,13,16-Hexaazacyclooctadecane;296-35-5;Hexacyclen;1,4,7,10,13,16-hexazacyclooctadecane;EINECS 206-042-8;IPS109;hexaaza-18-crown-6;1,4,7,10,13,16-hexaaza-cyclooctadecane;SCHEMBL576335;DTXSID70183778;IPS-109;Hexacyclen, >=97.0% (NT);BCP33509;C12H30N6;MFCD00042750;AKOS015854527;AM85706;C12-H30-N6;HY-W034566;AS-63193;CS-0085846;FT-0655479;H1070;D91002;A819982;J-017584

Chemical Property of 1,4,7,10,13,16-Hexaazacyclooctadecane

Chemical Property:

• Vapor Pressure: 2.78E-08mmHg at 25°C
• Melting Point: 147-152 ºC
• Refractive Index: 1.424
• Boiling Point: 449.8 °C at 760 mmHg
• Flash Point: 243.9 °C
• PSA: 72.18000
• Density: 0.874 g/cm³
• LogP: -0.48960
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly)
• XLogP3: -3.2
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 258.25319498
• Heavy Atom Count: 18
• Complexity: 108

Purity/Quality:

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

Hexacyclen ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CNCCNCCNCCNCCNCCN1
• Uses: Hexacyclen is a nitrogen analog of 18-crown-6. A pharmaceutical intermediate and a urinary calculus solubilizer.

Technology Process of 1,4,7,10,13,16-Hexaazacyclooctadecane

There total 6 articles about 1,4,7,10,13,16-Hexaazacyclooctadecane 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: 75.0%

1,4,7,10,13,16-hexa(4-methylphenylsulfonyl)-1,4,7,10,13,16-hexaazacyclooctadecane (52601-75-9) → 1,4,7,10,13,16-hexaazacyclooctadecane (296-35-5)

Guidance literature:

With sulfuric acid; at 100 - 105 ℃; Heating; 50-70 h;

DOI:10.1007/BF00472559

Reference yield:

1,4,7,10,13,16-hexaazacyclooctadecane sulfuric acid salt (56187-09-8) → 1,4,7,10,13,16-hexaazacyclooctadecane (296-35-5)

Guidance literature:

With sodium hydroxide; In water; pH=> 13;

Reference yield:

1,8-bis(p-toluenesulfonyloxy)-3,6-bis(p-toluenesulfonyl)-3,6-diazaoctane (56234-52-7) → 1,4,7,10,13,16-hexaazacyclooctadecane (296-35-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / 5percent NaOH / tetrabutylammonium iodide / H₂O; toluene / Heating; 8-10 h

2: 75 percent / conc. H₂SO₄ / 100 - 105 °C / Heating; 50-70 h

With sodium hydroxide; sulfuric acid; tetra-(n-butyl)ammonium iodide; In water; toluene;

DOI:10.1007/BF00472559

upstream raw materials:

1,4,7,10,13,16-hexa(4-methylphenylsulfonyl)-1,4,7,10,13,16-hexaazacyclooctadecane

1,8-bis(p-toluenesulfonyloxy)-3,6-bis(p-toluenesulfonyl)-3,6-diazaoctane

N,N'-bis(2-hydroxyethyl)ethylene diamine

N,N',N'',N'''-tetrakis-(p-tolylsulphonyl)-triethylenetetramine

Downstream raw materials:

1,4,7,10,13,16-hexabenzoyl-1,4,7,10,13,16-hexa-azacyclo-octadecane

C₁₂H₃₀N₆*C₉H₁₀O₃*3H⁽¹⁺⁾

C₁₂H₃₀N₆*C₉H₉O₄^(1-)*3H⁽¹⁺⁾

1,4,7,10,13,16-hexaazacyclooctadecane sulfuric acid salt

Refernces

• 1、 -. "225Ac-HEHA and related compounds, methods of synthesis and methods of use". Page column 14. . Retrieved 2010/11/30.
• 2、 -. "Macrocyclic polyamines". . . Retrieved 2008/06/13.