HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Chloromethyl methyl sulfide
(chloroMethyl)(Methyl)sulfane · CH3SCH2Cl · Chloro(methylsulfanyl)methane · CHLORODIMETHYL SULFIDE · Methylthiomethyl chloride · CHLOROMETHYL METHYL SULPHIDE · MTMchloride · Clorodimetilsolfuro
Identifikatoren & physikalische Daten
| CAS No. | 2373-51-5 |
|---|---|
| Summenformel | C2H5ClS |
| Durchschnittliche Molmasse | 96,58 g/mol |
| Monoisotopische Masse | 95,980049 g/mol |
| SMILES | CSCCl |
| InChIKey | JWMLCCRPDOIBAV-UHFFFAOYSA-N |
| PubChem CID | 16916 |
| EC No. | 219-148-4 |
| DTXSID | DTXSID10178406 |
Chemische & physikalische Eigenschaften
| XLogP | 1,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 25,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 4 |
| Formalladung | 0 |
| Komplexität | 10 |
| Siedepunkt | 105 °C (lit.) |
| Dichte | 1.153 g/mL at 25 °C (lit.) |
| Brechungsindex | n20/D 1.498(lit.) |
| Flammpunkt | 63 °F |
| Lagerbedingungen | 2-8°C |
| Aggregatzustand | clear liquid |
| Farbe | Colorless to Light orange to Yellow |
| Löslichkeit | Soluble in acetonitrile, ether and dichloromethane. Insoluble in water. |
| BRN | 1730851 |
| InChI | InChI=1S/C2H5ClS/c1-4-2-3/h2H2,1H3 |
| InChIKey | JWMLCCRPDOIBAV-UHFFFAOYSA-N |
| SMILES | C(Cl)SC |
| CAS Datenbank | 2373-51-5(CAS DataBase Reference) |
Sicherheit & Vorschriften
| F | 13 |
|---|---|
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | UN 1993 3/PG 2 |
| Zollcode | 2930909899 |
| RTECS-Nr. | WQ3700000 |
| R-Sätze (R) | 11-37 |
| Gefahrensymbole | F,Xi |
| Sicherheitshinweise (S) | 9-16-33 |
| Gefahrenklasse | 3Flam. Liq. 2 |
| Verpackungsgruppe | II |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Verwenden
Chloromethyl methyl sulfide is used as a methylene transfer reagent for iron(II) mediated cyclopropanation and for carbonyl and aromatic compounds. It protects alcohols as their methylthiomethyl (MTM) ethers by reaction, e.g. with NaH/NaI in DME. It is also used for the preparation of MTM esters of carboxylic acids, e.g. by treatment of the K salt of the acid in the presence of NaI and 18-crown-6 and for reaction with cyclopentadienyl iron dicarbonyl dimer in the formation of an iron-containing methylene transfer agent.