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| | Trimethylsulfonium iodide Basic information |
| | Trimethylsulfonium iodide Chemical Properties |
| Melting point | 215-220 °C (lit.) | | density | 1.6554 (estimate) | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | Soluble in water, alcohol, THF, DMSO | | form | Crystalline Powder, Crystals and/or Chunks | | color | White to yellow | | Water Solubility | soluble | | Sensitive | Light Sensitive | | BRN | 3555192 | | Exposure limits | ACGIH: TWA 0.01 ppm | | InChIKey | VFJYIHQDILEQNR-UHFFFAOYSA-M | | CAS DataBase Reference | 2181-42-2(CAS DataBase Reference) | | NIST Chemistry Reference | Trimethylsulfonium iodide(2181-42-2) | | EPA Substance Registry System | Trimethylsulfonium iodide (2181-42-2) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-36 | | WGK Germany | 3 | | RTECS | WR8750000 | | F | 8 | | TSCA | Yes | | HazardClass | IRRITANT | | HS Code | 29309070 |
| | Trimethylsulfonium iodide Usage And Synthesis |
| Chemical Properties | white to yellowish crystalline solid. Soluble in water, alcohol, tetrahydrofuran, dimethyl sulfoxide. | | Uses | Trimethylsulfonium iodide is a salt that is usually dissolved in strong base in order to synthesize epoxides in-situ. Trimethylsulfonium iodide also has the potential to inhibit human placental diamine oxidase. | | Application | Trimethylsulfonium Iodide is a sulfoxonium salt. It is used to Treatment with strong base yields the dimethylsulfonium methylide which reacts in-situ with the carbonyl group of ketones to form epoxides or allylic alcohols. | | Preparation | Trimethylsulfoxonium iodide may be prepared by the reaction of dimethyl sulfoxide and iodomethane:
(CH3)2SO + CH3I → (CH3)3SO+I
After standing overnight, the resulting solid white cake is crushed and recrystallized from absolute ethanol to give pure trimethylsulfonium iodide. | | Purification Methods | Crystallise the iodide from EtOH. [Emeleus & Heal J Chem Soc 1126 1946, Swain & Kaiser J Am Chem Soc 80 4089 1958, Borredon et al. J Org Chem 55 501 1990, Bouda et al. Synth Commun 17 503 1987.] |
| | Trimethylsulfonium iodide Preparation Products And Raw materials |
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