Lithium bis (trimethylsilyl) amide
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | Lithium bis (trimethylsilyl) amide | |||||||||||||||
other names |
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Molecular formula | C 6 H 18 LiNSi 2 | |||||||||||||||
Brief description |
colorless to yellow solid |
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properties | ||||||||||||||||
Molar mass | 167.33 g mol −1 | |||||||||||||||
Physical state |
firmly |
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density |
0.86 g cm −3 |
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Melting point |
83-86 ° C |
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solubility |
reacts with water and alcohols |
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safety instructions | ||||||||||||||||
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As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
Lithium bis (trimethylsilyl) amide is a chemical compound from the group of trimethylsilylamides . It is the lithium salt of hexamethyldisilazane .
Extraction and presentation
Lithium bis (trimethylsilyl) amide can be obtained by reacting a solution of n-butyllithium in pentane with a solution of hexamethyldisilazane in ether .
properties
Lithium bis (trimethylsilyl) amide is a colorless solid that decomposes in air, whereby spontaneous ignition can occur. It is stable under nitrogen. As a solid, it is present as a trimer. It is soluble in many organic solvents and is in solution in THF or ether as a dimeric monomer mixture. In hydrocarbons it is present as a tetramer-dimer mixture. With halides it forms hexamethyldisilylamine derivatives.
use
Lithium bis (trimethylsilyl) amide is used as a base for the production of dienes and enolates . It is also used catalytically for the addition of phosphine PH bonds to the carbodiimides to form phosphaguanidines and the synthesis of disubstituted 1,2,5- thiadiazoles .
Individual evidence
- ↑ a b c d e f g data sheet lithium bis (trimethylsilyl) amide from AlfaAesar, accessed on January 13, 2014 ( PDF )(JavaScript required) .
- ↑ a b data sheet lithium bis (trimethylsilyl) amide, 97% from Sigma-Aldrich , accessed on January 13, 2014 ( PDF ).
- ↑ a b c Georg Brauer , with the assistance of Marianne Baudler a . a. (Ed.): Handbook of Preparative Inorganic Chemistry . 3rd, revised edition. tape I . Ferdinand Enke, Stuttgart 1975, ISBN 3-432-02328-6 , pp. 711 .
- ↑ Philip L. Fuchs: Handbook of Reagents for Organic Synthesis, Reagents for Silicon-Mediated ... John Wiley & Sons, 2013, ISBN 978-1-118-63613-8 , pp. 356 ( limited preview in Google Book Search).