(Trifluoromethylthio)silver(I)

AgF (1 eq, 47.4 mmol, 6 g), CS(1) in the glove box 15g into tachiol in the drying reaction bottle, the bottle is covered with the glove box. In a nitrogen atmosphere by adding 80 ml of heavy evaporation of the acetonitrile and 25 ml carbon bisulfide, reflux condensation tube in fast filled 80 °C reflux overnight. Then the carbon bisulfide boil off, then the remaining rotary evaporimeter turns on lathe doesthe nitrile uses b to obtain black solid. Then with ethyl acetate and a black solid dissolve and wash using diatomaceous earth filter, and washing several times. Under lucifugal terms turns on lathe does the filtrate to obtain viscous solid, with 60 after viscous solid dissolving drop second grade nitrile, the 180 ml ethyl ether is slowly added along the bottle wall. This mixed liquid still at room temperature 12 hours later, the -20 ° C for 24 hours. turns on lathe does ethyl ether and to continue to throw a metal luster obtained gray solid tachiol 8 gUnder a nitrogen atmosphere, AgBF4 (19.77 g, 100 mmol) and CF3SO2Na (18.73 g, 120 mmol) were dissolved in anhydrous acetonitrile (400 mL). The reaction solution was cooled to 0°C followed by the addition of Ph3P (62.95 g, 240 mmol). The reaction solution was returned to room temperature. The reaction was heated to 50 ° C for 12 hours. After the reaction, the reaction solution was filtered through celite, and the filtrate was cooled to -20 °C. After sufficient precipitation of crystals, the supernatant was purged to remove most of the triphenylphosphine oxide. The supernatant was removed in vacuo to remove the solvent. The residue was washed thoroughly with ether, vacuum-dried, and the residual solid was recrystallized from tetrahydrofuran and benzene to obtain trifluoromethylthio silver (I) (18.60 g, yield 89percent).Under a nitrogen atmosphere, AgOTf (25.69 g, 100 mmol) and CF3SO2Na (18.73 g, 120 mmol) was dissolved in anhydrous acetonitrile (400 mL), the reaction solution was cooled to 0°C followed by the addition of tBu3P (50.58 g, 250 mmol). The reaction solution was returned to room temperature, and stirred well at room temperature for 12 hours. After the reaction, the reaction solution was filtered through celite, the filtrate was cooled to -20 ° C, and crystals were precipitated. The supernatant was purged to remove most of the tri-tert-butylphosphine oxide. The supernatant was removed in vacuo to remove the solvent. The residue was washed thoroughly with ether, vacuum-dried and the residual solid was recrystallized from tetrahydrofuran and toluene to give the product trifluoromethylthio silver(I) (17.55 g, yield 84percent).Under nitrogen atmosphere, AgF (12.69 g, 100 mmol) and CF3SO2Na (23.41 g, 150 mmol) was dissolved in anhydrous acetonitrile (400 mL). The reaction solution was cooled to 0 ° C, followed by the addition of Ph3P (83.94 g, 320 mmol). The reaction solution was returned to room temperature and heated to 80°C for 12 hours. After the reaction, the reaction solution was filtered through celite, the filtrate was cooled to -20 °C, and crystals were precipitated. The supernatant was purged to remove most of the triphenylphosphine oxide. The supernatant was removed in vacuo to remove the solvent. The residue was washed thoroughly with ether, vacuum-dried and the residual solid was recrystallized from acetonitrile and ether to give the product trifluoromethylthio silver (I) (14.00 g, yield 67percent).Under a nitrogen atmosphere, AgCl (14.33 g, 100 mmol) and CF3SO2Na (23.41 g, 150 mmol) was dissolved in anhydrous acetonitrile (500 mL). The reaction solution was cooled to 0 ° C, followed by the addition of Me3P (22.82 g, 300 mmol). The reaction solution was returned to room temperature and heated to 50°C for 10 hours. After the reaction, the reaction solution was filtered through celite, the filtrate was cooled to -20°C, crystals were precipitated, and the supernatant was purged to remove most of the trimethylphosphine oxide. The supernatant was removed in vacuo to remove the solvent. The residue was washed thoroughly with ether, vacuum-dried and the residual solid was recrystallized from acetonitrile and benzene to obtain trifluoromethylthio silver (I) (11.50 g, yield 55percent).Under a nitrogen atmosphere, AgPF6 (25.28 g, 100 mmol ) and CF3SO2Na (18.73 g, 120 mmol) dissolved in anhydrous acetonitrile (400mL), the reaction solution was cooled to 0°C, followed by the addition of Ph3P (62.95 g, 240 mmol). The reaction solution was returned to room temperature and stirred at room temperature for 12 hours. After the reaction, the reaction solution was filtered through celite, the filtrate was cooled to -20 ° C, and crystals were precipitated. The supernatant was purged to remove most of the triphenylphosphine oxide. The supernatant was removed in vacuo to remove the solvent. The residue was washed thoroughly with ether, vacuum-dried and the residual solid was recrystallized from acetonitrile and toluene to give the product trifluoromethylthio silver (I)(17.97 g, yield 86percent).

Molecular Weight:208.94
Hydrogen Bond Acceptor Count:4
Exact Mass:207.87237
Monoisotopic Mass:207.87237
Topological Polar Surface Area:1
Heavy Atom Count:6
Complexity:32.3
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes