Dimethylthexylsilyl chloride
TDSCL · Chloro(dimethyl)thexylsilane 95% · Chloro(2,3-diMethylbutan-2-yl)diMethylsilane · TDSCI · DK359 · THEXYLDIMETHYLCHLOROSILANE · Thexyldimethylsilylchlorid · Chlorothexyldimethylsilane
Identifikatoren & physikalische Daten
| CAS No. | 67373-56-2 |
|---|---|
| Summenformel | C8H19ClSi |
| Durchschnittliche Molmasse | 178,77 g/mol |
| Monoisotopische Masse | 178,09445482 g/mol |
| SMILES | CC(C)C(C)(C)[Si](C)(C)Cl |
| InChIKey | KIGALSBMRYYLFJ-UHFFFAOYSA-N |
| PubChem CID | 144239 |
| EC No. | 629-449-6 |
| DTXSID | DTXSID70217729 |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 0 |
|---|---|
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 116 |
| SpringerMaterials Properties | 29Si nuclear magnetic resonance spectrum |
| Schmelzpunkt | 15 °C |
| Siedepunkt | 55-56 °C10 mm Hg(lit.) |
| Dichte | 0.909 g/mL at 25 °C(lit.) |
| Brechungsindex | n20/D 1.449(lit.) |
| Flammpunkt | 125 °F |
| Lagerbedingungen | Sealed in dry,2-8°C |
| Löslichkeit | sol in THF, DMF, CH2Cl2. |
| Aggregatzustand | clear liquid |
| Farbe | Colorless to Almost colorless |
| Wichte | 0.911 |
| BRN | 3647960 |
| InChI | 1S/C8H19ClSi/c1-7(2)8(3,4)10(5,6)9/h7H,1-6H3 |
| InChIKey | KIGALSBMRYYLFJ-UHFFFAOYSA-N |
| SMILES | CC(C)C(C)(C)[Si](C)(C)Cl |
| CAS Datenbank | 67373-56-2(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P264, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 44 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Silane, chlorodimethyl(1,1,2-trimethylpropyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Flam. Liq. 3 (100%) |
| F | 10-21 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | No |
| UN-Transportnummer | UN 2986 8/PG 2 |
| Zollcode | 29319090 |
| R-Sätze (R) | 10-34-37 |
| Gefahrensymbole | C |
| Sicherheitshinweise (S) | 26-36/37/39-45 |
| Gefahrenklasse | 8Flam. Liq. 3Skin Corr. 1B |
| Verpackungsgruppe | II |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Verwenden
Silylating reagent for the protection of 1 and 2 alcohols and N-silylation of amines and amides; used in the preparation of thexyldimethylsilyl triflate; formation of α-silyl hydrazones; formylation of polyfluoroalkyl halides. Thexyldimethylsilyl chloride (TDS-Cl) was first introduced as a more easily prepared alternative to the more commonly used t-butyldimethylsilyl chloride for the protection of alcohols.
Herstellung & Synthese
synthetische
To a mixture of dimethylchlorosilane (10 mL, 92 mmol) and AlCl3 (0.680 g, 5 mmol) at 25°Cwas added 2,3-dimethyl-2-butene (11 mL, 91 mmol). After stirring for 4 h at ambient temperature, the mixture was filtered and distilled to yield 15.2 g of TDS-Cl (93%).