291110
4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane
98%
Synonym(s):
Cryptand 222, Kryptofix® 222
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About This Item
Empirical Formula (Hill Notation):
C18H36N2O6
CAS Number:
Molecular Weight:
376.49
Beilstein:
620282
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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![4,7,13,16,21-Pentaoxa-1,10-diazabicyclo[8.8.5]tricosane 98%](/deepweb/assets/sigmaaldrich/product/structures/444/464/eeb08f63-862e-447e-8e41-342d713f439c/640/eeb08f63-862e-447e-8e41-342d713f439c.png)
Quality Level
Assay
98%
form
solid
mp
68-71 °C (lit.)
SMILES string
C1COCCN2CCOCCOCCN(CCO1)CCOCCOCC2
InChI
1S/C18H36N2O6/c1-7-21-13-14-24-10-4-20-5-11-25-17-15-22-8-2-19(1)3-9-23-16-18-26-12-6-20/h1-18H2
InChI key
AUFVJZSDSXXFOI-UHFFFAOYSA-N
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General description
4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane(cryptand 222, Kryptofix 222) is an organic compound with formula C18H36N2O6. This compound has a cage-like three-dimensional structure that donates N2O6. The ligand has shown a wide range of uses in magnetic resonance imaging, organic synthesis, crystallography, electrochemistry, and chromatography. In solution, it is a well-known sequestering agent for metal ions.
Application
4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane is used as:
- A electrolyte additive in isotachophoresis[separation method that is particularly suited to the analysis of small ions]for the analysis of alkali metal cations.
- A complexing agent in the preparation of K+-imprinted nanoparticles using methacrylic acid as the functional monomer, ethylene glycol dimethacrylate as the crosslinker and 2,2′-azobisisobutyronitrile as the radical initiator.
- A structure directing agent (SDA) in the preparation of LTA-type AlPO4 crystals.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Cryptand used with potassium mirror to reduce a hindered distannene to a crystalline radical anion.
Legal Information
Kryptofix is a registered trademark of Merck KGaA, Darmstadt, Germany
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Preparation of large and well-shaped LTA-type AlPO4 crystals by using crown ether Kryptofix 222 as structure directing agent
Huang A, et al.
Microporous and Mesoporous Materials : The Official Journal of the International Zeolite Association, 129, 90-99 (2010)
Metal Ion Compiexing by Cryptand 222 in Solutions. A Thermodynamic Approach
Marcus Y
Reviews in Analytical Chemistry, 23, 269-302 (2004)
Vladimir Ya Lee et al.
Journal of the American Chemical Society, 128(35), 11643-11651 (2006-08-31)
((t)Bu(2)MeSi)(2)Sn=Sn(SiMe(t)Bu(2))(2) 1, prepared by the reaction of (t)Bu(2)MeSiNa with SnCl(2)-diox in THF and isolated as dark-green crystals, represents the first example of acyclic distannene with a Sn=Sn double bond that is stable both in the crystalline form and in solution.
Preparation of a K+-imprinted polymer for the selective recognition of K+ in food samples
Hashemi B, et al.
Journal of Separation Science, 39, 2006-2012 (2016)
Ryuji Nakao et al.
Nuclear medicine and biology, 35(2), 239-244 (2008-03-04)
A practical, sensitive and rapid analytical method was established and validated for chemical impurity tests of 2-deoxy-2-fluoro-d-glucose (FDG), 2-deoxy-2-chloro-d-glucose (ClDG) and Kryptofix 2.2.2 (K-222) in [18F]FDG. This method was based on precolumn derivatization with ultraviolet (UV) detection. FDG and ClDG
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