Ethyl-1,3-dithian-2-carboxylat
Carboethoxy-1,3-dithiane · 2-Carboethoxy-1,3-dithiane · 2-Ethoxycarbonyl-1,3-dithiane · ETHYL 1,3-DITHIANE-2-CARBOXYLATE · 1,3-dithioalkane-2-ethyl formate · Ethyl1,3-Dithiane-2-carboxylate>Ethyl 1,3-dithiane-2-carboxylate, 98+% · ETHYL-1 3-DITHIANE-2-CARBOXYLATE 99% (& · ETHYL 1,3-DITHIANE-2-CARBOXYLATE FOR SYN
Identifikatoren & physikalische Daten
| CAS No. | 20462-00-4 |
|---|---|
| Summenformel | C7H12O2S2 |
| Durchschnittliche Molmasse | 192,3 g/mol |
| Monoisotopische Masse | 192,02787162 g/mol |
| SMILES | CCOC(=O)C1SCCCS1 |
| InChIKey | ANEDZEVDORCLPM-UHFFFAOYSA-N |
| PubChem CID | 88552 |
| EC No. | 243-838-4 |
| DTXSID | DTXSID50174427 |
| Lokaler Name | Ethyl-1,3-dithian-2-carboxylat |
Chemische & physikalische Eigenschaften
| XLogP | 2,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 76,9 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 132 |
| Schmelzpunkt | 19-21°C |
| Siedepunkt | 75-77 °C/0.2 mmHg (lit.) |
| Dichte | 1.22 g/mL at 25 °C (lit.) |
| Brechungsindex | n20/D 1.539(lit.) |
| Flammpunkt | 130 °F |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| Aggregatzustand | clear liquid |
| Farbe | Colorless to Light yellow to Light orange |
| Löslichkeit | Slightly miscible with water. |
| BRN | 1424352 |
| InChI | InChI=1S/C7H12O2S2/c1-2-9-6(8)7-10-4-3-5-11-7/h7H,2-5H2,1H3 |
| InChIKey | ANEDZEVDORCLPM-UHFFFAOYSA-N |
| SMILES | S1CCCSC1C(OCC)=O |
| CAS Datenbank | 20462-00-4(CAS DataBase Reference) |
| NIST chemische Informationen | Ethyl 1,3-dithiane-2-carboxylate(20462-00-4) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 44 reports by companies from 2 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Chemical: 1,3-Dithiane-2-carboxylic acid, ethyl esterEthyl 1,3-dithiane-2-carboxylate: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Flam. Liq. 3 (100%) |
| F | 9-13 |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | UN 3272 3/PG 3 |
| Zollcode | 29349990 |
| R-Sätze (R) | 10 |
| Sicherheitshinweise (S) | 26-36/37/39-45 |
| Gefahrenklasse | 3Flam. Liq. 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Verwenden
Ethyl 1,3-dithiane-2-carboxylate is used in syn-selective aldol reactions. It undergoes asymmetric oxidation to give trans bis-sulfoxide. It is used to generate carbanon, which finds application in the preparation of alfa- keto esters.
Herstellung & Synthese
synthetische
To a solution of BF3. Et2O (57.5 mL, 0.454 mmol) in CHC13 (180 mL) heated at reflux was added dropwise, over a 1h period, a solution of 1,3-propanedithiol (22.7 mL, 0.227 mmol), followed by ethyl diethoxyacetate (40 g, 0.227 mmol) in CHCl3 (40 mL). The resulting mixture was heated for 30 minutes, and then cooled to rt. The cooled solution was washed 2 times with water, once with saturated aqueous NaHC03, and then re-washed with water. The combined organic phases were dried over MgS04, then evaporated to give 41 g (94%) of Ethyl 1,3-dithiane-2-carboxylate as a yellow oi. Yield: 94%