Triphenylsilanol

Structural formula
General
Surname	Triphenylsilanol
other names	Hydroxytriphenylsilane
Molecular formula	C 18 H 16 OSi
Brief description	white crystalline powder
External identifiers / databases
CAS number 791-31-1 EC number 212-339-3 ECHA InfoCard 100.011.218 PubChem 69925 Wikidata Q2453936
properties
Molar mass	276.41 g mol −1
Physical state	firmly
Melting point	150-153 ° C
Vapor pressure	1 h Pa (20 ° C)
solubility	practically insoluble in water soluble in ethanol and ether
safety instructions
GHS labeling of hazardous substances Caution H and P phrases H: 315-319 P: 302 + 352-305 + 351 + 338
Toxicological data	180 mg kg −1 ( LD 50 ,  mouse ,  iv )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Triphenylsilanol , Ph ₃ Si (OH), is a chemical compound and one of the silanols .

Extraction and presentation

Triphenylsilanol can be prepared by hydrolysis from triphenylchlorosilane in the presence of ammonia.

${\displaystyle \mathrm {Cl{-}S(C_{6}H_{5})_{3}\ +H_{2}O\longrightarrow OH{-}Si(C_{6}H_{5})_{3}+\ HCl} }$

The action of phenyllithium on silica gel produces triphenylsilanol in addition to tetraphenylsilane and diphenylsilanediol .

properties

Triphenylsilanol is easily soluble in diethyl ether , ethanol , chloroform and benzene . It crystallizes in the triclinic space group P 1 (space group no.2 ) with a = 1513, b = 1972, c = 2310 pm, α = 108.34 °, β = 103.30 °, γ = 101.26 °, V = 6.097 nm ³ and Z = 16. The crystal structure consists of eight almost tetrahedral Ph ₃ Si (OH) molecules, which are linked to two tetrameric units via -OH… O- hydrogen bonds . The four silicon atoms are arranged in the form of a flat tetrahedron within these structural units .

use

Triphenylsilanol can be used in the production of silicone polymers (e.g. as a terminal group in polysiloxane chains ).

See also

• Phenylsilanetriol
• Diphenylsilanediol

Individual evidence

1. ↑ ^{a b c d e f} Entry on triphenylsilanol in the GESTIS substance database of the IFA , accessed on February 9, 2017(JavaScript required) .
2. ↑ Data sheet triphenylsilanol (PDF) from Merck , accessed on April 25, 2011.
3. ↑ Entry on triphenylsilanol in the ChemIDplus database of the United States National Library of Medicine (NLM) .
4. ↑ ^{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 .
5. ↑ Organic derivatives of silica gel
6. ↑ H. Puff, K. Braun, H. Reuter: Die Molecular and Crystal Structure of Triphenylsilanol , in: Journal of Organometallic Chemistry , 409 (1-2), 119-129, doi: 10.1016 / 0022-328X (91) 86137 -F .

literature

• Academic Press: Advances in Inorganic Chemistry. Academic Press, 1995, ISBN 978-0-08-057891-0 , p. 195 ( limited preview in Google book search).