2-Trimethylsilyl-1,3-dithian
2-TRIMETHYLSILYL-1,3-DITHIANE · 1,3-DITHIAN-2-YLTRIMETHYLSILANE · 1,3-Dithiane-2-yltrimethylsilane · 2-TRIMETHYLSILYL-1,3-DITHIANE 97% · 1,3-Dithiane, 2-(trimethylsilyl)- · 2-Trimethylsilyl-1,3-dithiane,97% · Silane, 1,3-dithian-2-yltrimethyl- · 2-Trimethylsilyl-1,3-dithiane, 98+%
Identifikatoren & physikalische Daten
| CAS No. | 13411-42-2 |
|---|---|
| Summenformel | C7H16S2Si |
| Durchschnittliche Molmasse | 192,4 g/mol |
| Monoisotopische Masse | 192,04626904 g/mol |
| SMILES | C[Si](C)(C)C1SCCCS1 |
| InChIKey | BTTUMVHWIAXYPJ-UHFFFAOYSA-N |
| PubChem CID | 83413 |
| EC No. | 236-504-4 |
| DTXSID | DTXSID70158542 |
| Lokaler Name | 2-Trimethylsilyl-1,3-dithian |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 50,6 |
|---|---|
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 103 |
| SpringerMaterials Properties | Chemical shift |
| Siedepunkt | 54-55 °C0.17 mm Hg(lit.) |
| Dichte | 1.014 g/mL at 25 °C(lit.) |
| Brechungsindex | n20/D 1.533(lit.) |
| Flammpunkt | 205 °F |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | Insol H2Osol organic solvents. |
| Aggregatzustand | clear liquid |
| Farbe | Colorless to Light yellow to Light orange |
| Wichte | 1.014 |
| BRN | 1616463 |
| InChI | 1S/C7H16S2Si/c1-10(2,3)7-8-5-4-6-9-7/h7H,4-6H2,1-3H3 |
| InChIKey | BTTUMVHWIAXYPJ-UHFFFAOYSA-N |
| SMILES | C[Si](C)(C)C1SCCCS1 |
| CAS Datenbank | 13411-42-2(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory. |
|---|---|
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| F | 13 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | No |
| UN-Transportnummer | 3334 |
| Zollcode | 2934.99.9001 |
| Sicherheitshinweise (S) | 23-24/25 |
| Lagerklasse | 10 - Combustible liquids |
Anwendungen & Verwendung
Verwenden
2-Trimethylsilyl-1,3-dithiane is the precursor of dithioketene acetals which are good substrates for both cationic and anionic cyclization processes; the anion reacts with unsaturated ketones and aldehydes to give vinyl dithioketene acetals that can be used as dienes or for the preparation of substituted α,β-unsaturated alkyl ketones; alkylation of the anion provides a general synthesis of acylsilanes. It participates the following reactions: Thioketene Acetals, Cationic and Anionic Cyclizations, Unsaturated Dithioketene Acetals, Acylsilanes, Multicomponent Linchpin Reactions, Formation of Bis(acylsilanes) etc.
Herstellung & Synthese
synthetische
2-Trimethylsilyl-1,3-dithiane is prepared by alkylation of 2-lithio-1,3- dithiane with chlorotrimethylsilane (eq 1).