2-(Trimethylsilyl)ethanol
2-(triMethylsilyl)ethan-1-ol · trimethylsilylethanol · Ethanol, 2-(trimethylsilyl)- · DK254 · DK717 · DKSI033 · 0.825 g/ML · DKFELEX0184
Identifikatoren & physikalische Daten
| CAS No. | 2916-68-9 |
|---|---|
| Summenformel | C5H14OSi |
| Durchschnittliche Molmasse | 118,25 g/mol |
| Monoisotopische Masse | 118,0813916 g/mol |
| SMILES | C[Si](C)(C)CCO |
| InChIKey | ZNGINKJHQQQORD-UHFFFAOYSA-N |
| PubChem CID | 18013 |
| ChEMBL | CHEMBL25482 |
| EC No. | 220-844-5 |
| DTXSID | DTXSID80183421 |
| Lokaler Name | 2-(Trimethylsilyl)ethanol |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 20,2 |
|---|---|
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 7 |
| Formalladung | 0 |
| Komplexität | 46,5 |
| SpringerMaterials Properties | 29Si nuclear magnetic resonance spectrum |
| 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 |
| Lagerbedingungen | Sealed in dry,2-8°C |
| Löslichkeit | Chloroform (Slightly), Ethyl Acetate (Slightly)soluble |
| pKa (Säurekonstante) | 15.38±0.10(Predicted) |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless |
| Wichte | 0.825 |
| BRN | 1732034 |
| Stabilität | Hygroscopic |
| InChI | 1S/C5H14OSi/c1-7(2,3)5-4-6/h6H,4-5H2,1-3H3 |
| InChIKey | ZNGINKJHQQQORD-UHFFFAOYSA-N |
| SMILES | C[Si](C)(C)CCO |
| CAS Datenbank | 2916-68-9(CAS DataBase Reference) |
| NIST chemische Informationen | Trimethyl-2-hydroxyethylsilane(2916-68-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 57 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | 2-(Trimethylsilyl)-ethanol: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Flam. Liq. 3 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | No |
| UN-Transportnummer | UN 1987 3/PG 3 |
| Zollcode | 29310095 |
| RTECS-Nr. | KM5480000 |
| R-Sätze (R) | 10-36/37/38 |
| 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. |
| Gefahrensymbole | Xi,F |
| hazard_note | Flammable |
| Sicherheitshinweise (S) | 16-37/39-26-24/25 |
| Gefahrenklasse | 3Flam. Liq. 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
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.
Herstellung & Synthese
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).