296-35-5

Basic information

• Product Name: 1,4,7,10,13,16-HEXAAZACYCLOOCTADECANE
• Synonyms: Hexacyclen >=97.0% (NT);1,4,7,10,13,16-hexazacyclooctadecane;1,4,7,10,13,16-HEXAAZACYCLOOCTADECANE;HEXACYCLEN;1,4,7,10,13,16-HEXAAZACYCLOOCTADECANE 97+%;1,4,10,13-Tetraaza-7,16-diazacyclooctadecane;Hexaaza-18-crown-6;IPS-109
• CAS NO: 296-35-5
• Molecular Formula: C₁₂H₃₀N₆
• Molecular Weight: 258.41
• EINECS: 206-042-8
• Product Categories: Crown Ethers;Functional Materials;Macrocycles for Host-Guest Chemistry
• Mol File: 296-35-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 147-152 °C
• Boiling Point: 449.8 °C at 760 mmHg
• Flash Point: 243.9 °C
• Appearance: /
• Density: 0.874 g/cm³
• Vapor Pressure: 2.78E-08mmHg at 25°C
• Refractive Index: 1.424
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility: Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly)
• BRN: 1105038
• CAS DataBase Reference: 1,4,7,10,13,16-HEXAAZACYCLOOCTADECANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4,7,10,13,16-HEXAAZACYCLOOCTADECANE(296-35-5)
• EPA Substance Registry System: 1,4,7,10,13,16-HEXAAZACYCLOOCTADECANE(296-35-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-34
• Hazardous Substances Data: 296-35-5(Hazardous Substances Data)

Usage

Uses

Hexacyclen is a nitrogen analog of 18-crown-6. A pharmaceutical intermediate and a urinary calculus solubilizer.

InChI:InChI=1/C12H30N6/c1-2-14-5-6-16-9-10-18-12-11-17-8-7-15-4-3-13-1/h13-18H,1-12H2

Upstream product

• 56187-09-8 1,4,7,10,13,16-hexaazacyclooctadecane sulfuric acid salt 
• 55442-07-4 N,N',N'',N'''-tetrakis-(p-tolylsulphonyl)-triethylenetetramine 
• 56234-52-7 1,8-bis(p-toluenesulfonyloxy)-3,6-bis(p-toluenesulfonyl)-3,6-diazaoctane 
• 52601-75-9 1,4,7,10,13,16-hexa(4-methylphenylsulfonyl)-1,4,7,10,13,16-hexaazacyclooctadecane 
• 4439-20-7 N,N'-bis(2-hydroxyethyl)ethylene diamine 

Downstream Products

• 56187-09-8 1,4,7,10,13,16-hexaazacyclooctadecane sulfuric acid salt 
• 136155-33-4 1,4,7,10,13,16-hexakis(4-(butyloxy)benzoyl)-1,4,7,10,13,16-hexaazacyclooctadecane 
• 84775-11-1 C₁₂H₃₀N₆*C₆H₆O₂*3H⁽¹⁺⁾ 
• 84775-14-4 C₁₂H₃₀N₆*C₇H₅O₃^(1-)*3H⁽¹⁺⁾ 
• 84775-08-6 C₁₂H₃₀N₆*C₉H₁₀O₃*3H⁽¹⁺⁾ 
• 84775-15-5 C₁₂H₃₀N₆*C₇H₆NO₃^(1-)*3H⁽¹⁺⁾ 
• 84775-07-5 C₁₂H₃₀N₆*C₈H₇O₃^(1-)*3H⁽¹⁺⁾ 
• 84775-03-1 C₁₂H₃₀N₆*C₆H₆O₂*3H⁽¹⁺⁾ 
• 100222-71-7 1,4,7,10,13,16-hexabenzoyl-1,4,7,10,13,16-hexa-azacyclo-octadecane 
• 88554-06-7 1,4,7,10,13,16-hexabenzyl-1,4,7,10,13,16-hexaazacyclooctadecane 
• 84775-10-0 C₁₂H₃₀N₆*C₁₁H₁₇NO₃*4H⁽¹⁺⁾ 
• 145100-69-2 C₁₂₆H₁₉₂Br₆N₆O₁₂ 
• 136155-35-6 1,4,7,10,13,16-hexakis(4-(undecyloxy)benzoyl)-1,4,7,10,13,16-hexaazacyclooctadecane 
• 84775-06-4 C₁₂H₃₀N₆*C₉H₁₃NO₃*3H⁽¹⁺⁾ 

Relevant articles and documents

Superalkali-Alkalide Interactions and Ion Pairing in Low-Polarity Solvents

The nature of anionic alkali metals in solution is traditionally thought to be "gaslike"and unperturbed. In contrast to this noninteracting picture, we present experimental and computational data herein that support ion pairing in alkalide solutions. Concentration dependent ionic conductivity, dielectric spectroscopy, and neutron scattering results are consistent with the presence of superalkali-alkalide ion pairs in solution, whose stability and properties have been further investigated by DFT calculations. Our temperature dependent alkali metal NMR measurements reveal that the dynamics of the alkalide species is both reversible and thermally activated suggesting a complicated exchange process for the ion paired species. The results of this study go beyond a picture of alkalides being a "gaslike"anion in solution and highlight the significance of the interaction of the alkalide with its complex countercation (superalkali).

MACROHETEROCYCLES. 15.* SYNTHESIS OF MACROCYCLIC POLYAMINES IN A BIPHASIC SYSTEM

Macrocyclic polyamines are conveniently synthesized by condensation of bissulfonamides with ditosylates or dibromides of glycols in the biphasic system toluene(xylene)-aqueous sodium hydroxide.