tert-Butylchlordiphenylsilan

Bezeichnung:tert-Butylchlordiphenylsilan

CAS-Nr58479-61-1

Englisch Name:tert-Butylchlorodiphenylsilane

CBNumberCB9302079

SummenformelC16H19ClSi

Molgewicht274.86

MOL-Datei58479-61-1.mol

Synonyma

tert-Butylchlordiphenylsilan

tert-Butylchlordiphenylsilan physikalisch-chemischer Eigenschaften

Siedepunkt	90 °C0.01 mm Hg(lit.)
Dichte	1.057 g/mL at 25 °C(lit.)
Brechungsindex	n20/D 1.568(lit.)
Flammpunkt	>230 °F
storage temp.	Inert atmosphere,2-8°C
Löslichkeit	miscible in most organic solvents.
Aggregatzustand	Liquid
Wichte	1.074
Farbe	Clear colorless to yellow or slightly brown
Wasserlöslichkeit	reacts
Sensitive	Moisture Sensitive
Hydrolytic Sensitivity	7: reacts slowly with moisture/water
BRN	644023
CAS Datenbank	58479-61-1(CAS DataBase Reference)
NIST chemische Informationen	Silane, chloro(1,1-dimethylethyl)diphenyl-(58479-61-1)
EPA chemische Informationen	Silane, chloro(1,1-dimethylethyl)diphenyl- (58479-61-1)

Sicherheit

Kennzeichnung gefährlicher	C,Xi
R-Sätze:	14-34-37-29-20/21/22-40
S-Sätze:	26-36/37/39-45-8
RIDADR	UN 2987 8/PG 2
WGK Germany	3
F	10
Hazard Note	Irritant/Corrosive
TSCA	Yes
HazardClass	8
PackingGroup	II
HS Code	29310095

Gefahreninformationscode (GHS)

tert-Butylchlorodiphenylsilane Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R14:Reagiert heftig mit Wasser.
R34:Verursacht Verätzungen.
R37:Reizt die Atmungsorgane.
R29:Entwickelt bei Berührung mit Wasser giftige Gase.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
S8:Behälter trocken halten.
Chemische Eigenschaften
Tert-Butylchlorodiphenylsilane is a colorless to pale brown oily liquid with pungent odor, may be used as silylating agent for derivatization of alcohols, ketones, carboxylic acids, amines, amides and mercaptanes selectively into functional groups in different sterical environments.
Physikalische Eigenschaften
colorless liquid, bp 93–95°C/0.015 mmHg; n20 D 1.5680; d 1.057 g cm?3.
Verwenden
tert-Butyldiphenylchlorosilane acts as a silylating reagent used to protect alcohols and in the preparation of silyl ethers. It plays a major role as a raw material and a precursor in organic synthesis and pharmaceuticals. It is also used for the synthesis of interphenylene phenyloxazoles which can be used for the treatment of circulatory disorders, angina and stroke.
Verwenden
tert-Butylchlorodiphenylsilane can be used to prepare 1-benzyloxy-3-(tert-butyldiphenylsilyloxy)propan-2-ol, a key intermediate for the synthesis of mono-O-protected pyrimidine acyclic nucleosides.
Verwenden
Several newmethods have been developed for using the reagent to protect primary and secondary alcohols as their TBDPS ethers. In the presence of ammonium nitrate or ammonium perchlorate, reaction between TBDPS-Cl and a primary alcohol, such as benzyl alcohol, in DMF provided excellent yields of the corresponding silyl ethers in just 15 min (eq 1).19 When silver nitrate was used as promoter, the reactions gave inferior yields under otherwise identical conditions.
When TBDPS-Cl is used to react with hemiacetals, it converts hemiacetals into ring-opened silyl ether carbonyl compounds, instead of mixed acetals.Presumably, the sizable TBDPS group presents too much steric hindrance for the formation of the corresponding mixed silyl acetals.
synthetische
a dry 1 L, three-necked round bottomed flask is equipped with a magnetic stirring bar, a 500mL equalizing dropping funnel fitted with a rubber septum, a reflux condenser, and nitrogen inlet tube. The flask is flushed with nitrogen, then charged with 127 g (0.5 mol) of diphenyldichlorosilane in 300mL of redistilled pentane. A solution of tbutyllithium in pentane (500 mL, 0.55 mol), is transferred under nitrogen pressure to the dropping funnel using a stainless steel, double-tip transfer needle. This solution is slowly added to the contents of the flask and when the addition is complete, the mixture is refluxed 30 h under nitrogen with stirring. The suspension is allowed to cool to rt, the precipitated lithium chloride is rapidly filtered through a pad of Celite, and the latter is washed with 200mL of pentane. The solvent is removed by evaporation, and the colorless residue is distilled through a short (10 cm), Vigreux column, to give 125–132 g of the colorless title compound.
läuterung methode
Purify it by repeated fractional distillaton. It is soluble in DMF and pentane [Hanessian & Lavalee Can J Chem 53 2975 1975, Robl et al. J Med Chem 34 2804 1991]. [Beilstein 4 IV 4076 for tert-butylchlorodimethylsilane.]

tert-Butylchlorodiphenylsilane Upstream-Materialien And Downstream Produkte

tert-Butylchlordiphenylsilan Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

58479-61-1, tert-Butylchlorodiphenylsilane Verwandte Suche:

Send Inquriy