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Merck
CN

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:
23978-09-8
Molecular Weight:
376.49
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24857512
EC Number:
245-962-4
Beilstein/REAXYS Number:
620282
MDL number:
MFCD00005111
Assay:
98%
Form:
solid

Key Documents

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Product Name

4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane, 98%

Quality Level

200

InChI key

AUFVJZSDSXXFOI-UHFFFAOYSA-N

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

SMILES string

C1COCCN2CCOCCOCCN(CCO1)CCOCCOCC2

assay

98%

form

solid

mp

68-71 °C (lit.)

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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.

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.

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

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP1086
BCCN4205
BCCM2233
BCCL3568
BCCL1881

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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)
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)
Direct analysis of Kryptofix 2.2.2 in 18FDG by gas chromatography using a nitrogen-selective detector.
R A Ferrieri et al.
Nuclear medicine and biology, 20(3), 367-369 (1993-04-01)
Jeff E Prest et al.
Journal of chromatography. A, 1260, 239-243 (2012-09-20)
This work shows how the inclusion of cryptand 222 as a leading electrolyte additive in isotachophoresis affects the electrophoretic mobilities of alkali metal cations. Using isotachophoresis the separation of alkali metals can be difficult due to the similar electrophoretic mobilities
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