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| | CHLOROMETHYL METHYL SULFIDE Basic information |
| Product Name: | CHLOROMETHYL METHYL SULFIDE | | Synonyms: | alpha-Chlorodimethyl sulfide;alpha-chlorodimethylsulfide;chloro(methylthio)-methan;chloro(methylthio)methane;Chlorodimethyl thioether;chlorodimethylthioether;Chloromethyl methyl thioether;chloromethylmethylthioether | | CAS: | 2373-51-5 | | MF: | C2H5ClS | | MW: | 96.58 | | EINECS: | 219-148-4 | | Product Categories: | | | Mol File: | 2373-51-5.mol |  |
| | CHLOROMETHYL METHYL SULFIDE Chemical Properties |
| Boiling point | 105 °C (lit.) | | density | 1.153 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.498(lit.) | | Fp | 63 °F | | storage temp. | 2-8°C | | form | clear liquid | | color | Colorless to Light orange to Yellow | | Water Solubility | Soluble in acetonitrile, ether and dichloromethane. Insoluble in water. | | Sensitive | Moisture Sensitive | | BRN | 1730851 | | InChI | InChI=1S/C2H5ClS/c1-4-2-3/h2H2,1H3 | | InChIKey | JWMLCCRPDOIBAV-UHFFFAOYSA-N | | SMILES | C(Cl)SC | | CAS DataBase Reference | 2373-51-5(CAS DataBase Reference) |
| Hazard Codes | F,Xi | | Risk Statements | 11-37 | | Safety Statements | 9-16-33 | | RIDADR | UN 1993 3/PG 2 | | WGK Germany | 3 | | RTECS | WQ3700000 | | F | 13 | | HazardClass | 3 | | PackingGroup | II | | HS Code | 2930909899 |
| | CHLOROMETHYL METHYL SULFIDE Usage And Synthesis |
| Chemical Properties | CLEAR YELLOW TO BROWN LIQUID | | Uses | Methylthiomethylating reagent for carbonyl and aromatic compounds. Methylene transfer reagent for iron(II) mediated cyclopropanation. | | Uses | 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. | | Synthesis Reference(s) | Tetrahedron Letters, 35, p. 6127, 1994 DOI: 10.1016/0040-4039(94)88094-8 |
| | CHLOROMETHYL METHYL SULFIDE Preparation Products And Raw materials |
| Raw materials | Pentane-->Dimethyl sulfide-->Disiloxane, 1,1,1,3-tetraethoxy-3,3-dimethyl- (9CI)-->2-(Methylsulfinyl)acetophenone-->Chloromethyldichloromethylsilane-->Ethyldichlorosilane-->1,5-DICHLOROHEXAMETHYLTRISILOXANE-->1,3-DICHLORO-1,3-DIMETHYL-1,3-DIPHENYLDISILOXANE-->1,3-DICHLOROTETRAMETHYLDISILOXANE-->S-Methyl methanethiolsulfonate-->Bis(methylthio)methane-->Trichlorovinylsilane-->Hexamethylcyclotrisiloxane-->Decamethylcyclopentasiloxane-->Octamethylcyclotetrasiloxane |
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