Triphenylsilan

Bezeichnung:Triphenylsilan

CAS-Nr789-25-3

Englisch Name:Triphenylsilane

CBNumberCB4691556

SummenformelC18H16Si

Molgewicht260.41

MOL-Datei789-25-3.mol

Synonyma

Triphenylsilan

Triphenylsilan physikalisch-chemischer Eigenschaften

Schmelzpunkt	43-45 °C (lit.)
Siedepunkt	152 °C/2 mmHg (lit.)
Brechungsindex	1.6160
Flammpunkt	169 °F
storage temp.	Inert atmosphere,2-8°C
Löslichkeit	sol most organic solvents.
Aggregatzustand	Powder
Farbe	off-white
Wasserlöslichkeit	REACTS
Sensitive	Air Sensitive
Hydrolytic Sensitivity	3: reacts with aqueous base
BRN	978182
InChIKey	AKQNYQDSIDKVJZ-UHFFFAOYSA-N
CAS Datenbank	789-25-3(CAS DataBase Reference)
NIST chemische Informationen	Silane, triphenyl-(789-25-3)
EPA chemische Informationen	Silane, triphenyl- (789-25-3)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-37
WGK Germany	1
TSCA	Yes
HS Code	29310095

Gefahreninformationscode (GHS)

Triphenylsilane Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Chemische Eigenschaften
Triphenylsilane is an off-white solid that is soluble in most organic solvents. It is used in certain cases for the preparation of triphenylsilyl ethers, which serve as alcohol-protecting groups. The triphenylsilyl group is considerably more stable (about 400 times) than the TMS group toward acidic hydrolysis.
Verwenden
Triphenylsilane acts as a reactant or reagent for catalytic hydrogen deuterium exchange reactions of silanes, to be oxidized by carbon nanotube-gold nanohybrids, for hydrolysis by ruthenium complexes, for hydrosilylation to produce enolsilanes, for synthesis of bromosilanes, for ozone oxidation of silyl-alkenes for synthesis of α-O-silylated acyloin derivatives. It is used to synthesize hydrido silyl and bis(silyl) bis(imidazolinylidene) nickel complexes.
synthetische
Triphenylsilane can be synthesized by reducing phenylsilane (PhSiH3) with a reducing agent such as lithium aluminum hydride (LiAlH4). The overall reaction equation is as follows:
3 PhSiH3 + 2 LiAlH4 → C18H16Si + 2 LiH + 2 AlH3
This reaction is typically carried out in anhydrous conditions and under inert gas atmosphere.
Application
More effective radical-based reagent for reduction of organic halides than the trialkylsilanes.
Compares well with tri-n-butyltin hydride in reduction of enones to ketones.
Shows good selectivity in the reduction of cyclic hemiacetals.
Converts O-acetyl furanoses and pyranoses to deoxy sugars.
Hexaphenyldisiloxane can be conveniently made by the action of aqueous alkali on triphenylsilane, Ph3SiH.
Tristriphenylsilylbismuth, (Ph3Si)3Bi, is made similarly from triethylbismuth and triphenylsilane: Et3Bi+3Ph3SiH==Heat==(Ph3Si)3Bi+3EtH.
Lager
This reagent is stable in the air. Because the toxicogical properties are unknown, it should be handled in a well-ventilated fume hood. Contact with the eyes and skin should be avoided.
läuterung methode
Purify it by recrystallisation from MeOH. [Gilman & Zuech J Am Chem Soc 81 5925 1959, Westermark Acta Chem Scand 9 947 1955, IR: Kaplan J Am Chem Soc 76 5880 1954, Beilstein 16 II 605, 16 III 1199, 16 IV 1369.]

Triphenylsilane Upstream-Materialien And Downstream Produkte

Triphenylsilan Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

789-25-3, Triphenylsilane Verwandte Suche:

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