Dichloro (diphenyl) silane

Structural formula
General
Surname	Dichloro (diphenyl) silane
other names	Dichlorodiphenylsilane Diphenyl silicon dichloride
Molecular formula	C 12 H 10 Cl 2 Si
Brief description	colorless to yellowish liquid with a pungent odor
External identifiers / databases
CAS number 80-10-4 EC number 201-251-0 ECHA InfoCard 100.001.138 PubChem 6627 Wikidata Q27236382
properties
Molar mass	253.20 g mol −1
Physical state	liquid
density	1.21 g cm −3 (20 ° C )
Melting point	−22 ° C
boiling point	305 ° C
Vapor pressure	2.7 hPa (125 ° C)
solubility	decomposes on contact with water
Refractive index	1.578 (20 ° C)
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 310-314 P: 280-302 + 350-305 + 351 + 338-310
Toxicological data	120 mg kg −1 ( LD 50 ,  rabbit ,  transdermal )
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

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

history

The preparation of dichloro (diphenyl) silane was first carried out in 1886 by A. Polis by reacting tetraphenylsilane with phosphorus pentachloride . Depending on the ratio of the two reactants, dichloro (diphenyl) silane and chloro (triphenyl) silane are formed .

${\displaystyle \mathrm {Si(C_{6}H_{5})_{4}\ +PCl_{5}\longrightarrow Si(C_{6}H_{5})_{3}Cl+\ Cl{-}C_{6}H_{5}\ +\ PCl_{3}} }$

${\displaystyle \mathrm {Si(C_{6}H_{5})_{4}\ +2\ PCl_{5}\longrightarrow Si(C_{6}H_{5})_{2}Cl_{2}+\ 2\ Cl{-}C_{6}H_{5}\ +\ 2\ PCl_{3}} }$

Extraction and presentation

On an industrial scale, dichloro (diphenyl) silane is produced by the thermal reaction of elemental silicon with chlorobenzene using copper as a catalyst:

${\displaystyle \mathrm {Si+\ 2\ Cl{-}C_{6}H_{5}{\xrightarrow[{Cu}]{}}\ Si(C_{6}H_{5})_{2}Cl_{2}} }$

properties

Dichloro (diphenyl) silane is a colorless liquid that decomposes on contact with water.

safety instructions

Dichloro (diphenyl) silane has a flash point of 142 ° C.

Individual evidence

1. ↑ ^{a b c d} Entry on dichlorodiphenylsilane in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
2. ↑ ^{a b c} Entry on dichloro (diphenyl) silane at ChemicalBook , accessed on January 16, 2017.
3. ↑ ^{a b c d e} data sheet dichlorodiphenylsilanes from Sigma-Aldrich , accessed on June 26, 2015 ( PDF ).
4. ↑ 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 .
5. ↑ V. Bažant, J. Joklik, J. Rathouský: The direct synthesis of organohalogenosilanes . In: Angewandte Chemie . tape 80 , no. 4 , February 21, 1968, p. 133-140 , doi : 10.1002 / anie.19680800402 .