Chlorine (triethyl) silane
Structural formula | ||||||||||||||||
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General | ||||||||||||||||
Surname | Chlorine (triethyl) silane | |||||||||||||||
other names |
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Molecular formula | C 6 H 15 ClSi | |||||||||||||||
Brief description |
colorless liquid with a pungent odor |
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properties | ||||||||||||||||
Molar mass | 150.73 g mol −1 | |||||||||||||||
Physical state |
liquid |
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density |
0.898 g cm −3 (25 ° C) |
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boiling point |
142-144 ° C |
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solubility |
decomposes in water |
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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 . |
Chlorine (triethyl) silane is a chemical compound from the group of organosilicon compounds .
Extraction and presentation
Chlor (triethyl) silane can be prepared from triethylsilane by catalytic chlorination with hexachloroethane under mild conditions at room temperature:
A somewhat different synthesis route is the transfer of the chloride ligand from a chloroalkane ( n -hexyl chloride , neopentyl chloride , ..., RCl) to triethylsilane in the presence of aluminum chloride as a catalyst with the formation of the corresponding alkane:
properties
Chlor (triethyl) silane is a colorless liquid with a pungent odor and a refractive index of 1.43 (20 ° C). It decomposes in water, the aqueous solution reacts strongly acidic.
use
Chlor (triethyl) silane is used as a silylating agent in organic chemical syntheses , i.e. H. used to introduce a triethylsilyl group into molecules . For example, the corresponding triethylsilyl ethers are produced from alcohols (ROH).
Chlor (triethyl) silane is used to determine the fluoride content in toothpastes . For this purpose, the fluoride is converted to triethyl (fluoro) silane and extracted at the same time with xylene . The determination is then carried out by means of gas chromatography .
safety instructions
The vapors of chlorotriethylsilane can form an explosive mixture with air ( flash point 30 ° C).
Individual evidence
- ↑ a b c d e Entry on triethylchlorosilane in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
- ↑ a b c d data sheet Chlorotriethylsilane, 99% from Sigma-Aldrich , accessed on May 2, 2015 ( PDF ).
- ↑ Veerachai Pongkittiphan, Emmanuel A. Theodorakis, Warinthorn Chavasiri: Hexachloroethane: a highly efficient reagent for the synthesis of chlorosilanes from hydrosilanes . In: Tetrahedron Letters . tape 50 , no. 36 , September 2009, p. 5080-5082 , doi : 10.1016 / j.tetlet.2009.05.087 .
- ↑ FC Whitmore, EW Pietrusza, LH summer: Hydrogen-halogen Exchange Reactions of Triethylsilane. A New Rearrangement of Neopentyl Chloride . In: Journal of the American Chemical Society . tape 69 , no. September 9 , 1947, p. 2108–2110 , doi : 10.1021 / ja01201a010 .
- ↑ Patent DE3431839C2 : Process for the production of trialkylorganoxysilanes. Registered on August 30, 1984 , published on November 5, 1987 , Applicant: Dynamit Nobel Ag, Inventors: Reiner De Groh, Hans Joachim Koetzsch, Hans-Guenther De Srebny, Hans-Joachim De Vahlensieck.
- ↑ Gerhard Eisenbrand: RÖMPP Lexikon Lebensmittelchemie, 2nd edition, 2006. Georg Thieme Verlag, 2014, ISBN 978-3-13-179532-8 , p. 95 ( limited preview in the Google book search).