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Walden Inversion
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Please note that the content of this book primarily consists of articles available from Wikipedia or other free sources online. Walden inversion is the inversion of a chiral center in a molecule in a chemical reaction. Since a molecule can form two enantiomers around a chiral center, the Walden inversion converts the configuration of the molecule from one enantiomeric form to the other. For example, in a SN2 reaction, Walden inversion occurs at a tetrahedral carbon atom. It can be visualized by imagining an umbrella turned inside-out in a gale.It was first observed by chemist Paul Walden in 1896. He was able to convert one enantiomer of a chemical compound into the other enantiomer and back again in a so-called Walden cycle which went like this: (+) chlorosuccinic acid (1 in scheme 1) was converted to (+) malic acid 2 by action of silver oxide in water with retention of configuration, in the next step the hydroxyl group was replaced by chlorine to the other isomer of chlorosuccinic acid 3 by reaction with phosphorus pentachloride, a second reaction with silver oxide yielded (-) malic acid 4 and finally a second reaction with PCl returned the cycle to its starting point.
Weitere Informationen
- Allgemeine Informationen
- GTIN 09786131236600
- Editor Lambert M. Surhone, Mariam T. Tennoe, Susan F. Henssonow
- Genre Chemie
- Größe H220mm x B220mm
- EAN 9786131236600
- Format Fachbuch
- Titel Walden Inversion
- Herausgeber Betascript Publishing
- Anzahl Seiten 68
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