MilliporeSigma
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291110

Sigma-Aldrich

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

98%

Synonym(s):
Cryptand 222, Kryptofix® 222
Empirical Formula (Hill Notation):
C18H36N2O6
CAS Number:
Molecular Weight:
376.49
Beilstein:
620282
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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.[1]

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.[2]
  • 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.[3]
  • A structure directing agent (SDA) in the preparation of LTA-type AlPO4 crystals.[4]

Packaging

250 mg in glass bottle
1 g in glass bottle
Bottomless glass bottle. Contents are inside inserted fused cone.
Cryptand used with potassium mirror to reduce a hindered distannene to a crystalline radical anion.[5]

Legal Information

Kryptofix is a registered trademark of Merck KGaA, Darmstadt, Germany

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard 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

Certificate of Analysis

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Certificate of Origin

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