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[2.2.2]Cryptand
Names
Systematic IUPAC name 4,7,13,16,21,24-Hexaoxa-1,10-diazabicyclo[8.8.8]hexacosane
Other names
Identifiers
3D model (JSmol)
Abbreviations	Crypt-222
620282
ChemSpider
ECHA InfoCard
EC Number	245-962-4
MeSH	Cryptating+agent+222
RTECS number
UNII	18V22YHN6G
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=1/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
C1COCCN2CCOCCOCCN(CCO1)CCOCCOCC2
Properties
C ₁₈N ₂H ₃₆O ₆
Molar mass	376.4882 g mol⁻¹
Melting point	68 to 71 °C (154 to 160 °F; 341 to 344 K)
Hazards
GHS pictograms
GHS Signal word	Warning
H315, H319, H335
P261, P305+351+338
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
verify (what is ?)
Infobox references

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[2.2.2]-Cryptand is the organic compound with the formula {N[(CH₂CH₂OCH₂CH₂OCH₂CH₂)₃ How to play with friends on minecraft pc. N}. This bicyclic molecule is the most studied member of the cryptand family of chelating agents.^[2] It is a white solid. Many analogous compounds are known. Their high affinity for alkali metal cations illustrates the advantages of 'preorganization', a concept within the area of supramolecular chemistry.

https://gsfy.over-blog.com/2021/02/best-pc-and-mac-games.html. For the design and synthesiis of [2.2.2]cryptand,^[3] Jean-Marie Lehn shared the Nobel Prize in Chemistry. The compound was originally prepared starting with the diacylation of the diamine-diether:^[4]

[CH₂OCH₂CH₂NH₂]₂ + [CH₂OCH₂COCl]₂ → [CH₂OCH₂CH₂NHC(O)CH₂]₂ + 2 HCl

The resulting macrocyclic diamide is reduced by lithium aluminium hydride. The resulting macrocyclic diamine tetraether reacts with a second equivalent of [CH₂OCH₂COCl]₂ to produce the macrobicyclic diamide. This di(tertiary)amide is reduced to the diamine by diborane.

[2.2.2]Cryptand binds K⁺ as an octadentate N₂O₆ ligand. The resulting cation [K(cryptand)]⁺ is lipophilic.

Structure of [2.2.2]-cryptand encapsulating a potassium cation (purple) as determined by X-ray crystallography.^[5]

References[edit]

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^In the Nomenclature of Inorganic Chemistry (2005), IUPAC recommends the abbreviation 'crypt-222'.
^Kang, Sung Ok; Llinares, José M.; Day, Victor W.; Bowman-James, Kristin (2010). 'Cryptand-like anion receptors'. Chemical Society Reviews. 39 (10): 3980–4003. doi:10.1039/C0CS00083C. PMID20820597.
^Dietrich, B.; Lehn, J.M.; Sauvage, J.P. (1969). 'Les Cryptates'. Tetrahedron Letters. 10 (34): 2889–2892. doi:10.1016/S0040-4039(01)88300-3.
^Dietrich, B.; Lehn, J.M.; Sauvage, J.P. (1969). 'Diaza-polyoxa-macrocycles et macrobicycles'. Tetrahedron Letters. 10 (34): 2885–2888. doi:10.1016/S0040-4039(01)88299-X.
^Alberto, R.; Ortner, K.; Wheatley, N.; Schibli, R.; Schubiger, A. P. (2001). 'Synthesis and properties of boranocarbonate: a convenient in situ CO source for the aqueous preparation of [^99mTc(OH₂)₃(CO)₃]⁺'. J. Am. Chem. Soc.121 (13): 3135–3136. doi:10.1021/ja003932b. PMID11457025.

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