1-(N,N-diethylcarbamoyloxy)-2,2-difluoro-1-(thiophenyl)ethene | 171617-18-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-(N,N-diethylcarbamoyloxy)-2,2-difluoro-1-(thiophenyl)ethene
• 英文别名: (2,2-difluoro-1-phenylsulfanylethenyl) N,N-diethylcarbamate
• CAS: 171617-18-8
• 化学式: C₁₃H₁₅F₂NO₂S
• 分子量: 287.33
• InChiKey: WYIPCTRDTXVLEQ-UHFFFAOYSA-N

物化性质

• 沸点：
  299.6±40.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.32
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-(N,N-diethylcarbamoyloxy)-2,2-difluoro-1-(thiophenyl)ethene 在 DMDO 作用下， 以 丙酮 、 xylene 为溶剂， 反应 4.0h， 生成 Diethyl-carbamic acid 1-benzenesulfonyl-2,2,2-trifluoro-ethyl ester
  参考文献：
  名称：

  On the preparation and unusual reactivity of a potential difluorodienophile

  摘要：

  Attempts to generate a difluorovinyl sulfone and to react it with cyclopentadiene were hindered by the formation of hydrofluorination products. An alpha-carbamoyloxy-beta,beta-difluoroethenyl phenyl sulfone has been prepared in high yield, but reactions with cyclopentadiene have given predominantly mono-fluorinated cycloadducts, via reduction of the difluorinated compound in situ. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/0040-4039(96)01876-x
• 作为产物：
  描述：

  N,N-二乙基氯甲酰胺 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydride 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 1-(N,N-diethylcarbamoyloxy)-2,2-difluoro-1-(thiophenyl)ethene
  参考文献：
  名称：

  On the preparation and unusual reactivity of a potential difluorodienophile

  摘要：

  Attempts to generate a difluorovinyl sulfone and to react it with cyclopentadiene were hindered by the formation of hydrofluorination products. An alpha-carbamoyloxy-beta,beta-difluoroethenyl phenyl sulfone has been prepared in high yield, but reactions with cyclopentadiene have given predominantly mono-fluorinated cycloadducts, via reduction of the difluorinated compound in situ. Copyright (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/0040-4039(96)01876-x

文献信息

• New fluorine-containing building blocks from trifluoroethanol. 2.
  作者：Judith A. Howarth、W. Martin Owton、Jonathan M. Percy、Michael H. Rock

  DOI：10.1016/0040-4020(95)00588-y

  日期：1995.9

  A new fluorine containing acyl anion equivalent 1,1 -difluoro-2-lithio-2-[(N,N-diethylcarbamato)-ethene 9 has been prepared and trapped with a number of electrophiles in good yields. Transacylation of the first formed lithium alkoxides releases a difluoroenolate, affording difluoromethylketones upon work-up.