Basic information
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Product Name: |
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Synonyms: |
sulfonium,trimethyl-,iodide,oxide;Sulfoxonium,trimethyl-,iodide;trimethyl-sulfoxoniuiodide;trimethylsulphoxoniumioidie;RARECHEM AQ A1 0066;TRIMETHYLSULFOXONIUM IODIDE;TRIMETHYLSULPHOXONIUM IODIDE;TMSOI |
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CAS: |
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MF: |
C3H9IOS |
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MW: |
220.07 |
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Product Categories: |
Iodonium Sulfonium & Oxonium Compounds;Sulfonium Compounds;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;Sulfonium/Sulfoxonium Compounds;Sulfur Compounds;Sulfonium/Sulfoxonium Compounds;Sulfur Compounds |
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Mol File: |
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Chemical Properties |
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melting point |
208-212 °C (dec.)(lit.) |
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boiling point |
211.5 ℃ |
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solubility |
H2O: 50 mg/mL, clear. Soluble in water and two dimethyl sulfoxide (3.85g/20 ℃, 18.12g/60 ℃), slightly soluble in methanol. |
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Water Solubility |
15 g/L (20 ºC) |
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Sensitive |
Light Sensitive |
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Usage And Synthesis |
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Chemical Properties |
WHITE TO LIGHT YELLOW CRYSTALLINE POWDER |
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Usage |
Treatment with strong base yields the ylide which adds to the carbonyl group of ketones1 and aldehydes2,3 to give epoxides. Also adds preferentially to the double bond of α,β-unsaturated esters to give cyclopropyl esters.4,5 |
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Trimethylsulfoxonium Iodide is used to synthesize methylene-transfer reagents that are used in the preparation of epoxides. |