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[ CAS No. 24933-64-0 ] {[proInfo.proName]}

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Chemical Structure| 24933-64-0
Chemical Structure| 24933-64-0
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Product Details of [ 24933-64-0 ]

CAS No. :24933-64-0 MDL No. :MFCD28362152
Formula : C7H6F2OS Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 176.18 Pubchem ID :-
Synonyms :

Safety of [ 24933-64-0 ]

Signal Word: Class:N/A
Precautionary Statements: UN#:N/A
Hazard Statements: Packing Group:N/A

Application In Synthesis of [ 24933-64-0 ]

* 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.

  • Downstream synthetic route of [ 24933-64-0 ]

[ 24933-64-0 ] Synthesis Path-Downstream   1~4

  • 1
  • [ 1535-67-7 ]
  • [ 24933-64-0 ]
YieldReaction ConditionsOperation in experiment
70% With dihydrogen peroxide; trifluoroacetic acid; In water; at 25 - 28℃; for 4h; General procedure: To the solution of sulfide 1, 3, or 5 (10 mmol) in CF3COOH (15-20 mL) 15 mass% aqueous solution of H2O2 (containing 10 mmol of H2O2) was added dropwise very slowly (during 40-90 min)at room temperature. Reaction is strongly exothermic; H2O2 was added at such a rate that the temperature was kept in the range 25-28 C inside the flask (20 C for compounds 1k, 3f,g, and 0 C for compounds 5e,f). Reaction mixture was stirred overnight at r.t. (for compound 3d -96h,for 7-7 days), poured into water, neutralized with solid NaHCO3 to pH=6-7, then extracted with ether or ethyl acetate (4x30 mL). Compounds 2k, 4f,g, and 6e,f were extracted with dichloromethane before neutralizing the TFA with NaHCO3. The organic phase was washed with water (4 20 mL),dried with MgSO4 or Na2SO4. Solvent was removed at atmospheric pressure for low-boiling liquids or on a rotary evaporator for solids or high-boiling liquids. Crude product was analyzed by NMR and purified if necessary.
Reference： [1]Journal of Fluorine Chemistry,2007,vol. 128,p. 1241 - 1247
[2]Chemistry - A European Journal,2016,vol. 22,p. 1262 - 1265
[3]Organic Letters,2007,vol. 9,p. 1863 - 1866
[4]Chemical Communications,2017,vol. 53,p. 5706 - 5709
[5]Molecules,2019,vol. 24
[6]European Journal of Organic Chemistry,2021,vol. 2021,p. 5019 - 5026
[7]Journal of general chemistry of the USSR,1969,vol. 39,p. 2011 - 2016
    Zhurnal Obshchei Khimii,1969,vol. 39,p. 2057 - 2062
[8]Organic Letters,2018,vol. 20,p. 6925 - 6929
  • 2
  • [ 488-23-3 ]
  • [ 24933-64-0 ]
  • S-difluoromethyl-S-phenyl-2,3,4,5-tetramethylphenylsulfonium tetrafluoroborate [ No CAS ]
YieldReaction ConditionsOperation in experiment
51% Stage #1: 1,2,3,4-Tetramethylbenzene; 1-(difluoromethylsulfinyl)benzene With trifluoromethylsulfonic anhydride In diethyl ether at 0℃; for 2.33333h; Stage #2: With sodium tetrafluoroborate In dichloromethane Further stages.;
Reference： [1]Surya Prakash; Weber, Csaba; Chacko, Sujith; Olah, George A. [Organic Letters, 2007, vol. 9, # 10, p. 1863 - 1866]
  • 3
  • [ 13755-29-8 ]
  • [ 621-23-8 ]
  • [ 24933-64-0 ]
  • S-difluoromethyl-S-phenyl-2,4,6-trimethoxyphenylsulfonium tetrafluoroborate [ No CAS ]
YieldReaction ConditionsOperation in experiment
86% Stage #1: 1,2,3-trimethoxybenzene; 1-(difluoromethylsulfinyl)benzene With trifluoromethylsulfonic anhydride In diethyl ether at 0℃; Inert atmosphere; Stage #2: sodium tetrafluoroborate In dichloromethane
86% Stage #1: 1,2,3-trimethoxybenzene; 1-(difluoromethylsulfinyl)benzene With trifluoromethylsulfonic anhydride In diethyl ether at 0℃; for 0.0333333h; Schlenk technique; Inert atmosphere; Stage #2: sodium tetrafluoroborate In dichloromethane for 0.0833333h; Inert atmosphere; Schlenk technique; 1 Preparation method: General procedure: Take an oven-dried 50mL Schlenk bottle, add "difluoromethyl aryl sulfoxide or difluoromethyl sulfoxide" RS (O) CF2H (10mmol), benzene (11mmol) with substituent R2 And magnetic stirrer; after argon gas was exchanged three times, the dried diethyl ether (20 mL) was added under nitrogen, and the mixture was stirred well; the reaction liquid was cooled to 0 ° C, and trifluoromethanesulfonic anhydride (10 mmol) was slowly added dropwise thereto. After the completion of the dropwise addition, the mixture was allowed to stand for 2 minutes, and the upper diethyl ether phase was removed; 10 mL of dry diethyl ether was added, and the mixture was vigorously stirred for 5 minutes, and the upper diethyl ether phase was removed; the above steps were repeated 3 times, and the solid was precipitated; filtered, and the filter cake was dried. Ether (10 mL) was washed three times to obtain a near-white powdery sulfonium trifluoromethanesulfonate salt; the salt was dissolved in 30 mL of dichloromethane, poured into a separatory funnel, and 50 mL of 1 M sodium tetrafluoroborate solution was added and shaken vigorously 5 Minutes, dispense, discard the water phase. After repeating 4 times, the organic phase was dried over anhydrous sodium sulfate filter cake, and the solvent was evaporated under reduced pressure at 30 ° C. The product was recrystallized from methylene chloride and n-hexane to give the corresponding sulfonium salt. The hexafluorophosphate sulfonium salt can be obtained by using a saturated potassium hexafluorophosphate solution instead of the above sodium tetrafluoroborate solution.
Reference： [1]Lu, Sheng-Le; Li, Xin; Qin, Wen-Bing; Liu, Jian-Jian; Huang, Yi-Yong; Wong, Henry N. C.; Liu, Guo-Kai [Organic Letters, 2018, vol. 20, # 21, p. 6925 - 6929]
[2]Current Patent Assignee: SHENZHEN UNIVERSITY - CN108997183, 2018, A Location in patent: Paragraph 0085; 0086; 0087; 0089; 0090; 0091
  • 4
  • [ 24933-64-0 ]
  • [ 638-45-9 ]
  • ((1,1-difluoroheptyl)sulfinyl)benzene [ No CAS ]
YieldReaction ConditionsOperation in experiment
92% With potassium hexamethylsilazane In tetrahydrofuran; N,N-dimethyl-formamide at -20℃; for 2h; Schlenk technique; Inert atmosphere; 2 ((1,1-difluoroheptyl) sulfinyl) benzene (3b) Phenyldifluoromethyl sulfoxide (0.2 mmol, 35.2 mg), bromo-n-hexane (0.4 mmol) and 1.5 ml of DMF solution were added to the 10 ml Schlenk reaction tube.Under a nitrogen atmosphere, the reaction system was stirred at -20 ° C. At this temperature, KHMDS (0.4 mmol, 1 M in THF) was added dropwise. After the addition was completed, the reaction was continued at this temperature for 2 h.After the reaction is complete, TLC detects the reaction, and the column chromatography separates the target product 3b(Bromide n-hexane 74%, iodine n-hexane 92%).
Reference： [1]Current Patent Assignee: SHANDONG UNIVERSITY OF TECHNOLOGY - CN110981768, 2020, A Location in patent: Paragraph 0042

Tags: 24933-64-0; ((Difluoromethyl)sulfinyl)benzene;

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