Diphenylsilane
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | Diphenylsilane | |||||||||||||||
other names |
Diphenyldihydrosilane |
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Molecular formula | C 12 H 12 Si | |||||||||||||||
Brief description |
light yellow clear liquid |
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External identifiers / databases | ||||||||||||||||
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properties | ||||||||||||||||
Molar mass | 184.31 g mol −1 | |||||||||||||||
Physical state |
liquid |
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density |
0.993 g cm ? 3 (25 ° C ) |
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Melting point |
<20 ° C |
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boiling point |
95–97 ° C (at 17 hPa ) |
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Refractive index |
1,579 |
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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 . Refractive index: Na-D line , 20 ° C |
Diphenylsilane is a chemical compound from the group of organosilicon compounds .
Extraction and presentation
Diphenylsilane can be prepared by hydrogenation of dichlorodiphenylsilane with a reducing agent such as lithium aluminum hydride or lithium hydride are obtained:
Diphenylsilane can also be produced by electrochemical reduction of dichlorodiphenylsilane on a mercury electrode in 1,2-dimethoxyethane . In addition, diphenylsilane can be produced from the reaction of phenylsilane with the Grignard reagent phenylmagnesium bromide at an elevated temperature in tetrahydrofuran as a solvent:
properties
Compared to the equivalent hydrocarbon compound diphenylmethane , diphenylsilane is much more easily oxidized and reacts with metal oxides, such as mercury (II) oxide , to form the corresponding diphenylsilanediol :
Silanes such as diephenylsilane are essentially stable to hydrolysis . But in the presence of acidic and basic catalysts , such as triethylamine or potassium hydroxide , it is converted to silanediol with evolution of hydrogen :
use
Diphenylsilane reacts with elemental sulfur to form the heterocyclic 6-ring hexaphenylcyclotrisilthiane.
safety instructions
Diphenylsilane's flash point is 98 ° C.
Individual evidence
- ↑ a b c d e f g Datasheet Diphenylsilane from Sigma-Aldrich , accessed on September 22, 2018 ( PDF ).
- ↑ a b Entry on diphenylsilane at ChemicalBook , accessed on July 5, 2015.
- ^ Didier Astruc: Organometallic Chemistry and Catalysis. Springer Science & Business Media, 2007, ISBN 978-3-540-46129-6 , p. 329 ( limited preview in Google book search).
- ↑ a b c Barry Arkles: Silanes. (pdf) Reprint from Kirk-Othmer Encyclopedia of Chemical Technology, Forth Edition, Volume 22, pages 38-69. In: Gelest. Pp. 44ff , accessed on December 10, 2016 (English).
- ↑ Jürgen Bracht: Houben-Weyl Methods of Organic Chemistry Vol. IV / 1d, 4th Edition. Georg Thieme Verlag, 2014, ISBN 978-3-131-79714-8 , p. 702 ( limited preview in the Google book search).
- ↑ Franz Fehér and Rolf Lüpschen: New synthesis of phenyl-substituted cyclic silicon-sulfur compounds. In: Journal of Nature Research B . 26, 1971, pp. 1191-1192 ( online ).