291110

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: 23978-09-8
• Molecular Weight: 376.49
• Beilstein: 620282
• EC Number: 245-962-4
• MDL number: MFCD00005111
• UNSPSC Code: 12352005
• PubChem Substance ID: 24857512
• NACRES: NA.22

Properties

• 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

Description

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

Safety Information

• Pictograms: GHS05,GHS07
• Signal Word: Danger
• Hazard Statements: H302,H315,H318
• Precautionary Statements: P264 - P270 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• 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