Phenylsilane

Structural formula
General
Surname	Phenylsilane
other names	Silylbenzene
Molecular formula	C 6 H 8 Si
Brief description	colorless, clear
External identifiers / databases
CAS number 694-53-1 EC number 211-772-5 ECHA InfoCard 100.010.703 PubChem 12752 Wikidata Q3302000
properties
Molar mass	108.21 g mol −1
Physical state	liquid
density	0.877 g cm −3 (25 ° C )
Melting point	<-60 ° C
boiling point	120 ° C
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 225-261-302-315-319-332-335 EUH: 014 P: 210-231 + 232-261-305 + 351 + 338-422
Toxicological data	700 mg kg −1 ( LD 50 ,  mouse ,  oral ) 14,500 mg m −3 ( LC 50 ,  mouse ,  inh. , 2 h)
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Phenylsilane is a chemical compound from the group of organosilicon compounds .

Extraction and presentation

Phenylsilane, by hydrogenation of trichlorophenylsilane with a reducing agent such as lithium aluminum hydride or lithium hydride are obtained:

${\displaystyle \mathrm {4\ Cl_{3}Si(C_{6}H_{5})+\ 3\ LiAlH_{4}{\xrightarrow {}}\ 4\ H_{3}Si(C_{6}H_{5})\ +\ 3\ LiCl\ +3\ AlCl_{3}} }$

properties

Physical Properties

Phenylsilane is structurally related to toluene and therefore has similar physical properties, such as boiling point (phenylsilane: 120 ° C, toluene: 111 ° C) and density (phenylsilane: 0.877 g cm ⁻³ , toluene: 0.87 g cm ^{- 3} ). Phenylsilane is soluble in organic solvents . The refractive index of diphenylsilane is n _D ²⁰ = 1.5125

Chemical properties

Silanes such as phenylsilane are essentially stable to hydrolysis . In the presence of acidic and basic catalysts such as triethylamine or potassium hydroxide, however, it is converted to the silanetriol with evolution of hydrogen :

${\displaystyle \mathrm {(C_{6}H_{5})SiH_{3}+3\ H_{2}O{\xrightarrow[{}]{Katalysator}}\ (C_{6}H_{5})Si(OH)_{3}\ +3\ H_{2}} }$

The corresponding alkoxylates are formed with alcohols. Here, too, it needs the presence of catalysts , such as alkali metal oxides, hydrogen halide or metal - halides :

${\displaystyle \mathrm {(C_{6}H_{5})SiH_{3}+3\ R-OH{\xrightarrow[{}]{Katalysator}}\ (C_{6}H_{5})Si(OR)_{3}\ +3\ H_{2}\ \ R=Alkyl-,Aryl-} }$

Reaction with chlorine , bromine and iodine produces the corresponding halides, whereby the reaction rate can be controlled by lowering temperatures:

${\displaystyle \mathrm {(C_{6}H_{5})SiH_{3}+\ X_{2}{\xrightarrow[{}]{}}\ (C_{6}H_{5})SiH_{2}X\ +\ HX\ \ X=Cl,Br,I} }$

safety instructions

Phenylsilane has a flash point of 8 ° C.

Individual evidence

1. ↑ ^{a b c d e f g h i} Datasheet Phenylsilane from Sigma-Aldrich , accessed on September 22, 2018 ( PDF ).
2. ↑ ^{a b c d e f} Barry Arkles: Silanes. (pdf) Reprint from Kirk-Othmer Encyclopedia of Chemical Technology, Forth Edition, Volume 22, pp. 38-69. In: Gelest. P. 44 , accessed on December 10, 2016 .