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Kryptofix 222
[CAS# 23978-09-8]

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Identification
ClassificationChemical reagent >> Organic reagent >> Crown ether
NameKryptofix 222
Synonyms4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]-hexacosane
Molecular StructureCAS # 23978-09-8, Kryptofix 222
Molecular FormulaC18H36N2O6
Molecular Weight376.49
CAS Registry Number23978-09-8
EC Number245-962-4
SMILESC1COCCOCCN2CCOCCOCCN1CCOCCOCC2
Properties
Density1.1±0.1 g/cm3 Calc.*
Melting point68 - 71 °C (Expl.)
Boiling point513.1±45.0 °C 760 mmHg (Calc.)*
Flash point144.2±25.9 °C (Calc.)*
Index of refraction1.503 (Calc.)*
*Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbolssymbol   GHS07 Warning  Details
Risk StatementsH315-H319-H335  Details
Safety StatementsP261-P264-P264+P265-P271-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Skin irritationSkin Irrit.2H315
Eye irritationEye Irrit.2H319
Specific target organ toxicity - single exposureSTOT SE3H335
Serious eye damageEye Dam.1H318
Acute toxicityAcute Tox.4H302
SDSAvailable
up Discovery and Applications
Kryptofix 222 is a well-known cryptand, a type of molecular receptor that exhibits high selectivity for certain metal cations, particularly alkali and alkaline earth metals. It is chemically classified as a cyclic polyether, with a structure specifically designed to bind and encapsulate metal ions. Kryptofix 222 is one of the most commonly used cryptands and has found applications in various fields, including analytical chemistry, nuclear medicine, and organic synthesis.

The structure of Kryptofix 222 consists of a cyclic arrangement of oxygen atoms that form a cage-like structure. This arrangement allows Kryptofix 222 to encapsulate metal cations within its cavity, creating stable complexes. The cryptand is typically used in its potassium salt form (Kryptofix 222-K), which has a high affinity for potassium ions. It is this ability to specifically bind metal ions that makes Kryptofix 222 an important tool in many chemical and medical applications.

In analytical chemistry, Kryptofix 222 is commonly employed as a ligand in the extraction or separation of metal ions. It is frequently used in combination with solvents in liquid-liquid extraction processes to selectively bind and concentrate specific metal ions from complex mixtures. The selectivity of Kryptofix 222 for certain metal cations can be used to isolate these ions from solution, which is particularly valuable when dealing with trace metal analysis or when purifying metal compounds.

In the field of nuclear medicine, Kryptofix 222 plays a critical role in the development of radiopharmaceuticals. It is often used to facilitate the transport of radioactive isotopes, such as potassium-40, across biological membranes. Kryptofix 222 is known to aid in the formulation of radiolabeled potassium salts, which can then be used in imaging techniques such as positron emission tomography (PET). The ability of Kryptofix 222 to complex with potassium ions allows for the creation of radiopharmaceuticals that can target specific tissues or organs, providing valuable diagnostic information for medical practitioners.

Kryptofix 222 is also used in organic synthesis, particularly in reactions involving the transfer of metal ions or the formation of metal-ligand complexes. It can be used as a ligand in various catalytic reactions, including those involving transition metals. By facilitating the exchange or transfer of metal cations, Kryptofix 222 can help to control the reactivity and selectivity of chemical reactions, thus making it an important reagent in synthetic chemistry.

Another notable application of Kryptofix 222 is its use in the preparation of potassium metal in organic solvents. The ability of Kryptofix 222 to solvate potassium ions and maintain them in a highly reactive state makes it valuable in the preparation of potassium reagents that can be used in a variety of organic reactions.

In summary, Kryptofix 222 is a highly versatile cryptand that has found applications in several scientific fields, particularly in the selective binding of metal ions. Its ability to encapsulate metal cations with high specificity has made it a key tool in analytical chemistry, nuclear medicine, and organic synthesis. Through its role in the formation of metal-ligand complexes, Kryptofix 222 continues to play an important part in advancing both industrial and medical technologies.
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