Tetraphenylsilane

Structural formula
General
Surname	Tetraphenylsilane
other names	Tetraphenyl silicon
Molecular formula	C 24 H 20 Si
Brief description	white solid
External identifiers / databases
EC number	213-881-3
ECHA InfoCard	100.012.620
PubChem	66104
Wikidata	Q18413372
properties
Molar mass	336.51 g mol −1
Physical state	firmly
density	1.078 g cm −3
Melting point	235-239 ° C
boiling point	228 ° C (3 mmHg)
solubility	almost insoluble in water
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Tetraphenylsilane is a chemical compound from the group of carbosilanes .

Extraction and presentation

Tetraphenylsilane was first produced in 1886 by A. Polis by the simultaneous reduction of tetrachlorosilane and chlorobenzene with metallic sodium in diethyl ether .

{\ displaystyle \ mathrm {4 \ ClC_ {6} H_ {5} + \ SiCl_ {4} \ + \ 8 \ Na \ longrightarrow Si (C_ {6} H_ {5}) _ {4} +8 \ NaCl} }

It can also be obtained by reacting phenyllithium with silicon chloride.

{\ displaystyle \ mathrm {4 \ LiC_ {6} H_ {5} + SiCl_ {4} \ longrightarrow Si (C_ {6} H_ {5}) _ {4} +4 \ LiCl}}

It is also produced by the decomposition of octaphenylcyclotetrasilane .

properties

Tetraphenylsilane is a white solid that is insoluble in water. It is so stable that it can be distilled at a temperature of 550 ° C without decomposition. It is difficult to use in diethyl ether and ethanol , and easily soluble in hot benzene .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h data sheet tetraphenylsilane, 96% from AlfaAesar, accessed on October 22, 2014 ( PDF )(JavaScript required) .
↑ ^a ^b A. Polis: About aromatic silicon compounds . In: Reports of the German Chemical Society . tape 19 , no. 1 , January 1886, p. 1012-1024 , doi : 10.1002 / cber.188601901227 .
↑ J. Derek Woollins: Inorganic Experiments . John Wiley & Sons, 2010, ISBN 978-3-527-32472-9 , pp. 211 ( limited preview in Google Book search).
↑ Elsevier Science & Technology Books: ADVANCES ORGANOMETALLIC CHEMISTRY . Academic Press, 1964, pp. 117 ( limited preview in Google Book search).
^ Eugene G. Rochow: Silicium and Silicones. Springer-Verlag, 2013, ISBN 978-3-662-09896-7 , p. 50 ( limited preview in the Google book search).

[Alfa-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h data sheet tetraphenylsilane, 96% from AlfaAesar, accessed on October 22, 2014 ( PDF )(JavaScript required) .

[Chem_Ber_1886_1012-2] A. Polis: About aromatic silicon compounds . In: Reports of the German Chemical Society . tape 19 , no. 1 , January 1886, p. 1012-1024 , doi : 10.1002 / cber.188601901227 .

[J._Derek_Woollins-3] J. Derek Woollins: Inorganic Experiments . John Wiley & Sons, 2010, ISBN 978-3-527-32472-9 , pp. 211 ( limited preview in Google Book search).

[Elsevier_Science_&_Technology_Books-4] Elsevier Science & Technology Books: ADVANCES ORGANOMETALLIC CHEMISTRY . Academic Press, 1964, pp. 117 ( limited preview in Google Book search).

[Rochow2013-5] Eugene G. Rochow: Silicium and Silicones. Springer-Verlag, 2013, ISBN 978-3-662-09896-7 , p. 50 ( limited preview in the Google book search).