Identification | More | [Name]
CHLOROMETHYL METHYL SULFIDE | [CAS]
2373-51-5 | [Synonyms]
CHLORODIMETHYL SULFIDE CHLOROMETHYL METHYL SULFIDE CHLOROMETHYL METHYL SULPHIDE alpha-Chlorodimethyl sulfide alpha-chlorodimethylsulfide CH3SCH2Cl Chloro(methylsulfanyl)methane chloro(methylthio)-methan chloro(methylthio)methane Chlorodimethyl thioether chlorodimethylthioether Chloromethyl methyl thioether chloromethylmethylthioether Clorodimetilsolfuro Methane, chloro(methylthio)- Methylthiomethyl chloride methylthiomethylchloride Monochlorodimethyl sulfide monochlorodimethylsulfide Sulfide, chloromethyl methyl | [EINECS(EC#)]
219-148-4 | [Molecular Formula]
C2H5ClS | [MDL Number]
MFCD00000923 | [Molecular Weight]
96.58 | [MOL File]
2373-51-5.mol |
Chemical Properties | Back Directory | [Appearance]
CLEAR YELLOW TO BROWN LIQUID | [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 | [Water Solubility ]
Soluble in acetonitrile, ether and dichloromethane. Insoluble in water. | [Sensitive ]
Moisture Sensitive | [BRN ]
1730851 | [CAS DataBase Reference]
2373-51-5(CAS DataBase Reference) |
Safety Data | Back Directory | [Hazard Codes ]
F,Xi | [Risk Statements ]
R11:Highly Flammable. R37:Irritating to the respiratory system. | [Safety Statements ]
S9:Keep container in a well-ventilated place . S16:Keep away from sources of ignition-No smoking . S33:Take precautionary measures against static discharges . | [RIDADR ]
UN 1993 3/PG 2
| [WGK Germany ]
3
| [RTECS ]
WQ3700000
| [F ]
13 | [HazardClass ]
3 | [PackingGroup ]
II |
Raw materials And Preparation Products | Back Directory | [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 |
Hazard Information | Back Directory | [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 |
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