phenyl trifluoromethaneselenosulfonate | 125258-42-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: phenyl trifluoromethaneselenosulfonate
• 英文别名: benzeneselenyl triflate；Trifluoromethylsulfonylselanylbenzene
• CAS: 125258-42-6
• 化学式: C₇H₅F₃O₂SSe
• 分子量: 289.137
• InChiKey: ZGRWIQBOLBOEIQ-UHFFFAOYSA-N

物化性质

• 沸点：
  279.2±50.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.87
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  phenyl trifluoromethaneselenosulfonate 在 二苯基二硒醚 作用下， 以 二氯甲烷 为溶剂， 反应 1.33h， 以85%的产率得到phenyl trifluoromethylselenide
  参考文献：
  名称：

  Billard, Thierry; Langlois, Bernard R.; Large, Sylvie, Phosphorus, Sulfur and Silicon and the Related Elements, 1998, vol. 136, p. 521 - 524

  摘要：

  DOI：
• 作为产物：
  描述：

  苯基氯化硒 、 Langlois reagent 以 二氯甲烷 为溶剂， 反应 0.08h， 以95%的产率得到phenyl trifluoromethaneselenosulfonate
  参考文献：
  名称：

  将三氟甲硫基和三氟甲硒基磺酸盐添加到烯烃中。乙烯基三氟乙烯的合成

  摘要：

  三氟甲硫基和三氟甲硒基磺酸盐是很强的亲电试剂，可迅速添加到烯烃中以输送β-亚磺酰基和β-硒烯基三氟甲磺酸酯。在温和的条件下，通过不同的技术将这些产品高产率地转化为乙烯基三氟甲磺酸酯。此两步过程是从非官能化烯烃制备乙烯基三氟乙烯酮的有效途径。

  DOI：

  10.1016/s0040-4020(99)00421-4

文献信息

• A new synthesis of thioesters and selenoesters of triflic acid under oxidative conditions
  作者：Thierry Billard、Bernard R. Langlois

  DOI：10.1016/s0022-1139(97)00009-2

  日期：1997.8

  Trifluoromethanethio-(or seleno-)sulfonates (CF3SO2YR, Y=S, Se) are easily obtained in one step at 0–20 °C from disulfides (or diselenides), sodium trifluoromethanesulfinate and [bis-(trifluoroacetoxy)iodo]benzene (BTIB).

  三氟甲硫基（或硒代）磺酸盐（CF 3 SO 2 YR，Y = S，Se）易于在0–20°C的一步中由二硫化物（或二硒化物），三氟甲亚磺酸钠和[双-（三氟乙酰氧基）碘]制得。苯（BTIB）。
• Stereoselective formation of tetrahydrofuran and -pyran by benzeneselenenyl triflate
  作者：Shizuaki Murata、Toshiyasu Suzuki

  DOI：10.1016/s0040-4039(00)96525-0

  日期：——
• Synthetic Uses of Thio- and Selenoesters of Trifluoromethylated Acids. 1. Preparation of Trifluoromethyl Sulfides and Selenides
  作者：Thierry Billard、Nicolas Roques、Bernard R. Langlois

  DOI：10.1021/jo980649a

  日期：1999.5.1

  Trifluorothioacetates (CF3CO-S-R, from (CF3CO)(2)O and thiols) as well as trifluoromethanethio-or trifluoromethaneselenosulfonates (CF3SO2-Y-R; Y = S, Se; from CF3SO2Na, RYYR, and Br-2) can be formally decarbonylated or desulfonylated, respectively, provided that they are photolyzed at 40 degrees C in the presence of 1 equiv of the corresponding disulfide or diselenide. Trifluoromethyl sulfides or selenides are obtained, and the added disulfide (or diselenide) is recovered after reaction. In such a way, S-(trifluoromethyl)cysteine derivatives can be obtained.
• A New Route to Thio- and Selenosulfonates from Disulfides and Diselenides. Application to the Synthesis of New Thio- and Selenoesters of Triflic Acid
  作者：Thierry Billard、Bernard R. Langlois、Sylvie Large、Daniel Anker、Nathalie Roidot、Philippe Roure

  DOI：10.1021/jo960619c

  日期：1996.1.1

  Alkyl and aryl trifluoromethanethiosulfonates(1) (or selenosulfonates) were prepared in one step either from alkyl and aryl sulfenyl (or selenenyl) chlorides and sodium trifluoromethanesulfinate (3) or, more generally, from disulfides (or diselenides), 3, and bromine. The second method involved trifluoromethanesulfonyl bromide as key intermediate. Benzenethiosulfonates were obtained in a similar way from disulfides, benzenesulfinate, and bromine but benzeneselenosulfonates could not be obtained by the same method from diselenides.
• Addition of trifluoromethanethio- and trifluoromethaneseleno-sulfonates to olefins. Synthesis of vinyl triflones
  作者：Thierry Billard、Bernard R Langlois

  DOI：10.1016/s0040-4020(99)00421-4

  日期：1999.6

  trifluoromethaneselenosulfonates are strong electrophilic reagents which add rapidly to olefins to deliver β-sulfenyl and β-selenyl triflones. These products are converted in high yields to vinyl triflones by different techniques under mild conditions. This two-step procedure is an efficient route to vinyl triflones from non-functionalized olefins.

  三氟甲硫基和三氟甲硒基磺酸盐是很强的亲电试剂，可迅速添加到烯烃中以输送β-亚磺酰基和β-硒烯基三氟甲磺酸酯。在温和的条件下，通过不同的技术将这些产品高产率地转化为乙烯基三氟甲磺酸酯。此两步过程是从非官能化烯烃制备乙烯基三氟乙烯酮的有效途径。