(2.2.2) Cryptand
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | [2.2.2] Cryptand | |||||||||||||||
other names |
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Molecular formula | C 18 H 36 N 2 O 6 | |||||||||||||||
Brief description |
white solid |
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properties | ||||||||||||||||
Molar mass | 376.49 g mol −1 | |||||||||||||||
Physical state |
firmly |
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Melting point |
68-71 ° C |
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Toxicological data | ||||||||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
[2.2.2] Kryptand is a chemical compound from the group of cryptand compounds.
Extraction and presentation
The derivative dibenzo [2.2.2] cryptand can be obtained by a multistep reaction. Here, 1,2-dibromoethane and potassium carbonate in dimethylformamide are converted to 1,2-bis (2-nitrophenoxy) ethane, which is converted with a catalyst to a diamino derivative, which in turn reacts with 3,6-dioxaoctanediyl dichloride to form a lactam . This is reduced with lithium aluminum hydride to an aza-crown ether and then reacted with 1,2-ethylene- O , O- diglycolic acid chloride and diborane to form [2.2.2] cryptand.
properties
[2.2.2] Cryptand is a white solid that is able to form complexes (so-called cryptates ) with metal cations . In contrast to most other complexing agents, the bicyclic aminopolyethers also form stable complexes with alkali and alkaline earth metal ions.
use
[2.2.2] Cryptand is used together with potassium to reduce a distannin to a radical anion . It is used in nuclear medicine for the synthesis of special compounds (e.g. [ 18 F] - fluorodeoxyglucose ).
Individual evidence
- ↑ a b c d e f g h data sheet 2.2.2-Cryptand, 98% from Sigma-Aldrich , accessed on May 31, 2017 ( PDF ).
- ^ Yousry MA Naguib: Synthesis of a [2.2.2] Cryptand Containing Reactive Functional Groups. In: Molecules. 14, 2009, p. 3600, doi: 10.3390 / molecules14093600 .
- ↑ Rolf K Freier: Volume 2, Aqueous Solutions / Aqueous Solutions - Supplements / supplements . Walter de Gruyter, 2011, ISBN 978-3-11-085236-3 , p. 470 ( limited preview in Google Book search).
- ^ Catherine E. Housecroft, AG Sharpe: Inorganic Chemistry . Pearson Education, 2005, ISBN 0-13-039913-2 , pp. 269 ( limited preview in Google Book search).
- ^ Hans-Jürgen Biersack, Leonard M. Freeman: Clinical Nuclear Medicine . Springer Science & Business Media, 2008, ISBN 978-3-540-28026-2 , pp. 67 ( limited preview in Google Book search).
- ^ Graham L. Patrick: An Introduction to Drug Synthesis . Oxford University Press, 2015, ISBN 978-0-19-870843-8 , pp. 383 ( limited preview in Google Book search).