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CAS No. : | 1774-35-2 | MDL No. : | MFCD00008546 |
Formula : | C14H14OS | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | MJWNJEJCQHNDNM-UHFFFAOYSA-N |
M.W : | 230.33 | Pubchem ID : | 15680 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H302-H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83%; 12% | With [ReOCl3(PPh3)2]; In chloroform; for 17h;Reflux; | General procedure: To a solution of ReOCl3(PPh3)2 (10.0 mol %) in CHCl3 (3 mL) was added the sulfoxide (1.0 mmol). The reaction mixture was heated at reflux temperature under air atmosphere (the reaction times are indicated in the Table 1, Table 2 and Table 3) and the progress of the reaction was monitored by TLC or 1H NMR. Upon completion, the reaction mixture was evaporated and purified by silica gel column chromatography with n-hexane to afford sulfides and sulfones, which are all known compounds. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
16%Chromat.; 26%Chromat.; 50%Chromat. | With aluminum (III) chloride; thionyl chloride; at 25℃; | General procedure: The reactions were conducted in the fume hood at 25 Cand 70 C, respectively, with the molar ratio of PhX:SOCl2:AlCl3 being 2:1:1 and usage of SOCl2 approximately 10 mmol. For eachreaction, granular AlCl3 was added piecewise to the PhX-SOCl2 mixture (X=CH3 or Cl) in a large test tube (~ 80 mL) as follows: First, one piece of AlCl3 was added and gas (HCl) bubbles started to form immediately. The piece of AlCl3 was crushed using a stirring rod. When most of the piece of AlCl3 had dissolved and bubbling occurredvery slowly, another piece of AlCl3 was added. All the AlCl3 granules were eventually added into the PhX-SOCl2 mixture piece-by-piece. The solution was initially light green and it turned dark green as the reaction went to completion, indicated by ceasing of bubbling after all the AlCl3 had been added. Then iced water (40 mL) was poured into thereaction mixture and the green colour disappeared. This was followed by addition of diethyl ether (20 mL). All the contents were transferredinto a separating funnel and shaken well to assure the organic productbeing fully extracted into the ether phase. The ether and water phaseswere separated. The water phase was extracted by diethyl ether (20 mL) again. Then all the ether solutions were combined and dried by anhydrous sodium sulfate. The dried ether solution was filtered off and left in the fume hood. Eventually, all the diethyl ether solvent evaporated, giving the final reaction product. The product was thencharacterised by GC-MS, and the results are shown in Table 1. |
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