β-trifluoroacetylketene S,S-acetal | 54083-61-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: β-trifluoroacetylketene S,S-acetal
• 英文别名: 1,1,1-Trifluoro-4,4-bis(phenylthio)but-3-EN-2-one；1,1,1-trifluoro-4,4-bis(phenylsulfanyl)but-3-en-2-one
• CAS: 54083-61-3
• 化学式: C₁₆H₁₁F₃OS₂
• mdl: MFCD08752909
• 分子量: 340.39
• InChiKey: PDCMALAZNDNDJP-UHFFFAOYSA-N

物化性质

• 沸点：
  381.8±42.0 °C(Predicted)
• 密度：
  1.36±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  67.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  β-trifluoroacetylketene S,S-acetal 在 水 、 双氧水 、 三氟乙酸酐 作用下， 以 三氟乙酸 为溶剂， 反应 3.0h， 生成 双苯磺酸甲烷
  参考文献：
  名称：

  A novel effective electrophile: β-trifluoroacetylketene diphenyldithioacetal S , S -tetroxide

  摘要：

  A synthesis of a novel electrophilic reagent-beta-trifluoroacetylketene diphenyldithioacetal S,S-tetroxide 3 is described. The reaction of 3 with various electron-rich aromatics such as 1,3-dimethoxybenzene, 2-methylthiophene, N-methylpyrrole, and 2-methylindole was investigated. In the course of these reactions an unusual migration of a phenylsulfonyl group takes place. An easy and ready for scale-up procedure for the synthesis of previously unknown beta-aryl, alpha-phenylsulphonyl substituted alpha,beta-unsaturated trifluoromethyl ketones is reported. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2003.12.022
• 作为产物：
  描述：

  {[1,1-bis(phenylthio)ethyl]thio}benzene 、 三氟乙酸酐 以 氯仿 为溶剂， 生成 β-trifluoroacetylketene S,S-acetal
  参考文献：
  名称：

  New reaction of trithioorthoacetates. Reaction with acylating reagents

  摘要：

  DOI：

  10.1021/jo00895a040

文献信息

• A novel effective electrophile: β-trifluoroacetylketene diphenyldithioacetal S , S -tetroxide
  作者：Arkady L. Krasovsky、Sergej V. Druzhinin、Valentine G. Nenajdenko、Elizabeth S. Balenkova

  DOI：10.1016/j.tetlet.2003.12.022

  日期：2004.2

  A synthesis of a novel electrophilic reagent-beta-trifluoroacetylketene diphenyldithioacetal S,S-tetroxide 3 is described. The reaction of 3 with various electron-rich aromatics such as 1,3-dimethoxybenzene, 2-methylthiophene, N-methylpyrrole, and 2-methylindole was investigated. In the course of these reactions an unusual migration of a phenylsulfonyl group takes place. An easy and ready for scale-up procedure for the synthesis of previously unknown beta-aryl, alpha-phenylsulphonyl substituted alpha,beta-unsaturated trifluoromethyl ketones is reported. (C) 2003 Elsevier Ltd. All rights reserved.
• New reaction of trithioorthoacetates. Reaction with acylating reagents
  作者：Masaru Hojo、Ryoichi Masuda

  DOI：10.1021/jo00895a040

  日期：1975.4