2-(Trimethylsilyl)ethanol

Bezeichnung:2-(Trimethylsilyl)ethanol

CAS-Nr2916-68-9

Englisch Name:2-(Trimethylsilyl)ethanol

CBNumberCB3668443

SummenformelC5H14OSi

Molgewicht118.25

MOL-Datei2916-68-9.mol

Synonyma

2-(Trimethylsilyl)ethanol

2-(Trimethylsilyl)ethanol physikalisch-chemischer Eigenschaften

Siedepunkt	71-73 °C35 mm Hg(lit.)
Dichte	0.825 g/mL at 25 °C(lit.)
Brechungsindex	n20/D 1.423(lit.)
Flammpunkt	123 °F
storage temp.	Sealed in dry,2-8°C
Löslichkeit	Chloroform (Slightly), Ethyl Acetate (Slightly)
Aggregatzustand	Liquid
pka	15.38±0.10(Predicted)
Farbe	Clear colorless
Wichte	0.825
Wasserlöslichkeit	soluble
Hydrolytic Sensitivity	4: no reaction with water under neutral conditions
BRN	1732034
Stabilität	Hygroscopic
InChIKey	ZNGINKJHQQQORD-UHFFFAOYSA-N
CAS Datenbank	2916-68-9(CAS DataBase Reference)
NIST chemische Informationen	Trimethyl-2-hydroxyethylsilane(2916-68-9)

Sicherheit

Kennzeichnung gefährlicher	Xi,F
R-Sätze:	10-36/37/38
S-Sätze:	16-37/39-26-24/25
RIDADR	UN 1987 3/PG 3
WGK Germany	3
RTECS-Nr.	KM5480000
Hazard Note	Flammable
TSCA	No
HazardClass	3
PackingGroup	III
HS Code	29310095
Toxizität	mouse,LD50,intraperitoneal,1122mg/kg (1122mg/kg),Doklady Akademii Nauk SSSR. Proceedings of the Academy of Sciences of the USSR. For English translation, see DBIOAM and DKBSAS. Vol. 229, Pg. 1011, 1976.

Gefahreninformationscode (GHS)

2-(Trimethylsilyl)ethanol Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R10:Entzündlich.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S16:Von Zündquellen fernhalten - Nicht rauchen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Chemische Eigenschaften
CLEAR COLOURLESS LIQUID
Physikalische Eigenschaften
bp 50–52 °C/10 mmHg, 71–73 °C/35 mmHg; d 0.825 g cm?3.
Verwenden
2-(Trimethylsilyl)ethanol is a protecting reagent for carboxyl, phosphoryl, hydroxyl, and amino groups. It participates in the reactions of Phenol and Acid Protection, Alcohol Protection, Hemiacetal Protection, Amine Protection, Enol Ether Synthesis, Carbohydrate Chemistry etc.
Verwenden
Used to synthesize Teoc-protected amines via alcoholysis of the corresponding isocyanates.
Verwenden
2-(Trimethylsilyl)ethanol is used as a protecting reagent for carboxyl, phosphoryl, hydroxyl and amino group in organic synthesis. It is used as a precursor to prepare trimethyl(2-phenoxyethyl)silanes by reacting with aromatic fluoride. It is also used in the synthesis of teoc-protected amines by using the corresponding isocyanates.
synthetische
Three methods of preparation have been reported: (a) from the treatment of ethyl bromoacetate with zinc followed by the reaction with chlorotrimethylsilane1 and subsequent reduction of the resultant ethyl trimethylsilylacetate with lithium aluminum hydride2,3 or borane¨Ctetrahydrofuran(eq 1); (b) from the hydroboration/oxidation or oxymercuration/demercuration of vinyltrimethylsilane (eq 2); and (c)most conveniently, by the reaction of the Grignard reagent formed from (chloromethyl)trimethylsilane with paraformaldehyde (eq 3).
läuterung methode
If the NMR spectrum is not clean, then dissolve the alcohol in Et2O, wash it with aqueous NH4Cl solution, dry (Na2SO4), evaporate and distil it. The 3,4-dinitrobenzoyl derivative has m 66o (from EtOH). [NMR: Speier et al. J Am Chem Soc 79 974 1957, Z Naturforsch 14b 137 1959, Beilstein 4 IV 3951.]

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