2,4,6-Trifluoro(methylsulfonyl)benzene | 172326-59-9

• 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: 2,4,6-Trifluoro(methylsulfonyl)benzene
• 英文别名: 2,4,6-Trifluorophenyl methyl sulfone；1,3,5-Trifluoro-2-methylsulfonylbenzene
• CAS: 172326-59-9
• 化学式: C₇H₅F₃O₂S
• mdl: MFCD11867784
• 分子量: 210.177
• InChiKey: OALHTTLMJLLTOH-UHFFFAOYSA-N

物化性质

• 熔点：
  117-118 °C
• 沸点：
  275.2±40.0 °C(Predicted)
• 密度：
  1.461±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 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：

  2,4,6-Trifluoro(methylsulfonyl)benzene 在 三氟甲磺酸 、 boron triflate 、 硝酸 作用下， 反应 4.0h， 以78%的产率得到1,3,5-Trifluoro-2-methylsulfonyl-4-nitrobenzene
  参考文献：
  名称：

  Nitration of Strongly Deactivated Aromatics with Superacidic Mixed Nitric-Triflatoboric Acid (HNO3/2CF3SO3H-B(O3SCF3)3)

  摘要：

  The nitration of various deactivated arenes (including methanesulfonyl-, nitro-, and polyhalobenzenes) was carried out in good yield with mixed nitric-triflatoboric superacid. For example pentafluorobenzene gave pentafluoronitrobenzene in 99% yield, nitrobenzene to m-dinitrobenzene in 92% selectivity with 85% overall yield, and methyl phenyl sulfone gave only the m-nitro isomer in 78% isolated yield. Thus the new nitrating system gives high regioselectivity and yields under generally mild reaction conditions. The reagent system is compatible with many functional groups of arenes.

  DOI：

  10.1021/jo00127a048
• 作为产物：
  描述：

  甲基磺酰氟 、 1,3,5-三氟苯 在 五氟化锑 作用下， 反应 20.0h， 以74%的产率得到2,4,6-Trifluoro(methylsulfonyl)benzene
  参考文献：
  名称：

  Olah; Orlinkov; Oxyzoglou, Russian Journal of Organic Chemistry, 1998, vol. 34, # 11, p. 1573 - 1578

  摘要：

  DOI：

文献信息

• US9899218B2
  申请人：——

  公开号：US9899218B2

  公开（公告）日：2018-02-20
• Olah; Orlinkov; Oxyzoglou, Russian Journal of Organic Chemistry, 1998, vol. 34, # 11, p. 1573 - 1578
  作者：Olah、Orlinkov、Oxyzoglou、Prakash, G.K. Suria

  DOI：——

  日期：——
• Nitration of Strongly Deactivated Aromatics with Superacidic Mixed Nitric-Triflatoboric Acid (HNO3/2CF3SO3H-B(O3SCF3)3)
  作者：George A. Olah、Alexander Orlinkov、Alexandros B. Oxyzoglou、G. K. Surya Prakash

  DOI：10.1021/jo00127a048

  日期：1995.11

  The nitration of various deactivated arenes (including methanesulfonyl-, nitro-, and polyhalobenzenes) was carried out in good yield with mixed nitric-triflatoboric superacid. For example pentafluorobenzene gave pentafluoronitrobenzene in 99% yield, nitrobenzene to m-dinitrobenzene in 92% selectivity with 85% overall yield, and methyl phenyl sulfone gave only the m-nitro isomer in 78% isolated yield. Thus the new nitrating system gives high regioselectivity and yields under generally mild reaction conditions. The reagent system is compatible with many functional groups of arenes.