Diphenylsilanediol

Structural formula
General
Surname	Diphenylsilanediol
other names	Dihydroxydiphenylsilane
Molecular formula	C 12 H 12 O 2 Si
Brief description	colorless and odorless monoclinic crystals
External identifiers / databases
CAS number 947-42-2 EC number 213-427-4 ECHA InfoCard 100.012.207 PubChem 24867114 Wikidata Q303824
properties
Molar mass	216.31 g mol −1
Physical state	firmly
density	1.25 g cm −3
Melting point	137–141 ° C (decomposition)
solubility	poor in water, xylene , toluene , heptane , benzene and carbon tetrachloride soluble in acetone , diethyl ether , ethanol and DMF
safety instructions
GHS labeling of hazardous substances danger H and P phrases H: 228 P: 210
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Diphenylsilanediol , Ph ₂ Si (OH) ₂ , is a chemical compound and one of the silanols . The molecule has a tetrahedral geometry. In the solid state, it forms hydrogen bonds .

Manufacturing

Diphenylsilanediol can be prepared from diphenyldichlorosilane by hydrolysis .

${\displaystyle \mathrm {(C_{6}H_{5})_{2}SiCl_{2}+2\ H_{2}O\longrightarrow (C_{6}H_{5})_{2}Si(OH)_{2}+2\ HCl} }$

The action of phenyllithium on silica gel results in tetraphenylsilane and triphenylsilanol as well as diphenylsilanol.

use

Diphenylsilanediol can be used as an anticonvulsant . It works similarly to phenytoin .

Individual evidence

1. ↑ ^{a b c d} D. J. Neal, RD Blaumanis: Diphenylsilanediol , in Anal. Chem. 1960 , 32 , 139; doi : 10.1021 / ac60157a047 .
2. ↑ ^{a b c} Entry on diphenylsilanediol in the GESTIS substance database of the IFA , accessed on February 14, 2017(JavaScript required) .
3. ↑ TJ Kistenmacher, M. Rossi, LK Frevel: Crystal data for diphenylsilanediol , in: J. Appl. Cryst. 1978 , 11 , 670-671; doi : 10.1107 / S002188987801420X .
4. ^ ^{A b} J.K. Fawcett, N. Camerman, A. Camerman: Stereochemical basis of anticonvulsant drug action. VI. Crystal and molecular structure of diphenylsilanediol . In: Canadian Journal of Chemistry . 55 (20), 1977, pp. 3631-3635, doi : 10.1139 / v77-510 .
5. ↑ G. Martin: Dibenzyl- and Diphenyl-Silicole and -silicone , in: Chem. Ber. 1912 , 45 , 403-409; doi : 10.1002 / cber.19120450159 .
6. ↑ CA Burkhard: Hydrolysis of Diphenyldichlorosilane , in J. Am. Chem. Soc. 1945 , 67 , 2173-2174; doi : 10.1021 / ja01228a034 .
7. ↑ Doctoral thesis: Organic derivatives of silica gel presented by Hans-Jörg Wartmann, 1958 ( pdf )

Web links

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