Dichloro (diethyl) silane

Structural formula
General
Surname	Dichloro (diethyl) silane
other names	Dichlorodiethylsilane Diethyl dichlorosilane Diethyl silicon dichloride
Molecular formula	C 4 H 10 Cl 2 Si
Brief description	colorless liquid
External identifiers / databases
CAS number 1719-53-5 EC number 217-005-0 ECHA InfoCard 100.015.459 PubChem 15589 Wikidata Q20180548
properties
Molar mass	157.11 g mol −1
Physical state	liquid
density	1.05 g cm −3 (25 ° C)
Melting point	−96.5  ° C
boiling point	125-131 ° C
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 226-302-314 EUH: 014 P: 210-280-301 + 330 + 331-301 + 312-305 + 351 + 338-310
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Dichloro (diethyl) silane is a chemical compound from the group of organosilicon compounds .

Extraction and presentation

Dichloro (diethyl) silane is formed together with chloro (triethyl) silane and trichloro (ethyl) silane via the Müller-Rochow synthesis . Powdered silicon reacts with chloroethane in the presence of powdered copper and copper oxides as a catalyst to form dichloro (diethyl) silane:

${\displaystyle {\ce {Si{}+2ClC2H5->[\mathrm {Cu} ][](C2H5)2SiCl2}}}$

properties

Dichloro (diethyl) silane is a colorless, moisture-sensitive liquid with a refractive index of 1.4309 (20 ° C).

The following chemical shifts are observed in the nuclear magnetic resonance spectroscopy of dichloro (diethyl) silane :

	Si – CH 2 -	-CH 3
1 H.	1.10	1.10
13 C	12.2	6.1

safety instructions

The vapor of dichloro (diethyl) silane can form an explosive mixture with air ( flash point 26.1 ° C, below explosion limit : 1.13 vol%).

use

By hydrogenating dichlorodiethylsilane with lithium aluminum hydride or sodium hydride , diethylsilane can be produced:

${\displaystyle \mathrm {2\ Cl_{2}Si(C_{2}H_{5})_{2}+\ LiAlH_{4}\ {\xrightarrow {}}\ 2\ H_{2}Si(C_{2}H_{5})_{2}\ +\ LiCl\ +\ AlCl_{3}} }$

${\displaystyle \mathrm {Cl_{2}Si(C_{2}H_{5})_{2}+\ 2\ NaH\ {\xrightarrow {}}\ H_{2}Si(C_{2}H_{5})_{2}\ +\ 2\ NaCl} }$

Individual evidence

1. ↑ ^{a b c d e} Datasheet dichlorodiethylsilane, 99% from Sigma-Aldrich , accessed on May 11, 2015 ( PDF ).
2. ↑ ^{a b} David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-168.
3. ↑ ^{a b} Entry on dichlorodiethylsilane in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
4. ^ 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).
5. ↑ Entry on dichlorodiethylsilane at ChemicalBook , accessed on May 11, 2015.
6. ↑ Manfred Hesse, Herbert Meier, Bernd Zeeh: Spectroscopic methods in organic chemistry. Georg Thieme Verlag, 2005, ISBN 978-3-135-76107-7 , p. 224 ( limited preview in Google book search).
7. ^ Didier Astruc: Organometallic Chemistry and Catalysis. Springer Science & Business Media, 2007, ISBN 978-3-540-46129-6 , p. 257 ( limited preview in Google book search).
8. ^ Stephan Pawlenko: Organosilicon Chemistry. Walter de Gruyter, 1986, ISBN 978-3-11-086238-6 , p. 30 ( limited preview in Google book search).