Triethylsilan
Et3SiH · Triethylsilyl · Triethylsilyl hydride · PDFF · Silane, triethyl- · Triethylsilicon hydride · NSC 93579 · Co-Formula CFS-867
Identifikatoren & physikalische Daten
| CAS No. | 617-86-7 |
|---|---|
| Summenformel | C6H16Si |
| Durchschnittliche Molmasse | 116,28 g/mol |
| Monoisotopische Masse | 116,10212704 g/mol |
| SMILES | CC[SiH](CC)CC |
| InChIKey | AQRLNPVMDITEJU-UHFFFAOYSA-N |
| PubChem CID | 12052 |
| ChEBI | CHEBI:188370 |
| EC No. | 210-535-3 |
| DTXSID | DTXSID20870702 |
| Lokaler Name | Triethylsilan |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 0 |
|---|---|
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 7 |
| Formalladung | 0 |
| Komplexität | 25,7 |
| Stoffklassen | Metals -> Metalloid Compounds (Silicon) |
| SpringerMaterials Properties | Schoenflies notation |
| Dampfdruck | 42.9 [mmHg]>1 hPa (20 °C) |
| Physical Description | Colorless liquid with a mild odor like garlic[Merck Index] |
| Schmelzpunkt | -157°C |
| Siedepunkt | 107-108 °C (lit.) |
| Dichte | 0.728 g/mL at 25 °C (lit.) |
| Brechungsindex | n20/D 1.412(lit.) |
| Flammpunkt | 25 °F |
| Lagerbedingungen | Store below +30°C. |
| Löslichkeit | insol H2Osol hydrocarbons, halocarbons, ethers.Miscible with water. |
| Aggregatzustand | liquid |
| Farbe | colorless |
| Wichte | 0.728 |
| BRN | 1098278 |
| Stabilität | Stable, but moisture sensitive. Highly flammable. Generates highly flammable gas (hydrogen) in contact with water, acids and bases. |
| InChI | 1S/C6H16Si/c1-4-7(5-2)6-3/h7H,4-6H2,1-3H3 |
| InChIKey | AQRLNPVMDITEJU-UHFFFAOYSA-N |
| SMILES | CC[SiH](CC)CC |
| LogP (Verteilungskoeffizient) | 3.6 at 20℃ |
| CAS Datenbank | 617-86-7(CAS DataBase Reference) |
| NIST chemische Informationen | Silane, triethyl-(617-86-7) |
| EPA chemische Informationen | Triethylsilane (617-86-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 0.7% (1 of 143) of reports.DangerH225 (99.3%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P273, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 143 reports by companies from 21 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Silane, triethyl-Status: Active Update: 21-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/22521Triethylsilane: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | An irritant[Merck Index] A skin, respiratory tract, and strong eye irritant[Alfa Aesar MSDS] See Silicon tetrahydride. See Tetramethylsilane and Diethylsilane. |
| Hazard Classes and Categories | Flam. Liq. 2 (99.3%) |
| F | 10-21 |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 1993 3/PG 2 |
| Zollcode | 29310095 |
| R-Sätze (R) | 11-36/37/38-52/53 |
| Gefahrensymbole | F,Xi |
| Sicherheitshinweise (S) | 9-16-29-33-37/39-26-61 |
| Gefahrenklasse | 3Eye Irrit. 2Flam. Liq. 2Skin Irrit. 2STOT SE 3 |
| Verpackungsgruppe | II |
| Lagerklasse |
Anwendungen & Verwendung
Beschreibung
Triethylsilane is a useful versatile reductant since it has a active hydride. It can be used for mediated the palladium-catalyzed dehalogenation reaction of alkyl or aryl halides, the reduction of primary, secondary, and tertiary chlorides, bromides, and iodides catalyzed by iridium, as well as efficient reduction of multiple bonds, azides, imines, and nitro groups, as well as benzyl group and allyl group deprotection. It is also specifically for the hydrosilation of olefins to give alkyl silanes. It is also the catalyst for synthesis of a spiro-oxindole blocker of Nav1.7 for the treatment of pain, redox initiated cationic polymerization and Beckmann rearrangement of cyclododecanone oxime as well as regioselective reductive coupling of enones and allenes.
Verwenden
Triethylsilane is a trialkylsilicon hydride used in the synthesis of alkylsilanes via hydrosilation of olefins. It acts as a reducing agent in the reduction of 2-chromanols, since it has an active hydride. It acts as a catalyst for redox initiated cationic polymerization, regioselective reductive coupling of enones and allenes, and Beckmann rearrangement of cyclododecanone oxime. It is associated with trifluoroacetic acid and involved in the selective reduction of alkenes.