2,2-diflouoro-1-(N,N-diethylcarbamoyloxy)-1-(trimethylsilyl)ethene | 143366-88-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2,2-diflouoro-1-(N,N-diethylcarbamoyloxy)-1-(trimethylsilyl)ethene
• 英文别名: Carbamic acid, diethyl-, 2,2-difluoro-1-(trimethylsilyl)ethenyl ester；(2,2-difluoro-1-trimethylsilylethenyl) N,N-diethylcarbamate
• CAS: 143366-88-5
• 化学式: C₁₀H₁₉F₂NO₂Si
• 分子量: 251.349
• InChiKey: XOLWVOXNRVEZJS-UHFFFAOYSA-N

物化性质

• 沸点：
  195.7±40.0 °C(Predicted)
• 密度：
  1.029±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.45
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2-diflouoro-1-(N,N-diethylcarbamoyloxy)-1-(trimethylsilyl)ethene 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以90%的产率得到1,1-difluoro-2-(N,N-diethylcarbamoyloxy)ethene
  参考文献：
  名称：

  Fluorinated vinyl carbamates and carbamoyloxy allylsilanes. α-Metalation, organolithium addition-elimination, and fluoride. Mediated electrophilic reactivity patterns

  摘要：

  LiTMP or LDA-mediated in situ generation of alpha-lithio difluorovinyl carbamate 1b allows the preparation of silylated derivatives 4a and 2b which undergo organolithium addition-elimination and fluoride-mediated condensation reactions respectively to give new functionalized organofluorine derivatives 5a-d (Table 2) and 11a-c (Table 3).

  DOI：

  10.1016/0040-4039(93)85090-j
• 作为产物：
  描述：

  三甲基氯硅烷 、 2,2-trifluoro-1-(N,N-diethylcarbamoyloxy)ethane 在 lithium diisopropyl amide 作用下， 生成 2,2-diflouoro-1-(N,N-diethylcarbamoyloxy)-1-(trimethylsilyl)ethene
  参考文献：
  名称：

  Fluorinated vinyl carbamates and carbamoyloxy allylsilanes. α-Metalation, organolithium addition-elimination, and fluoride. Mediated electrophilic reactivity patterns

  摘要：

  LiTMP or LDA-mediated in situ generation of alpha-lithio difluorovinyl carbamate 1b allows the preparation of silylated derivatives 4a and 2b which undergo organolithium addition-elimination and fluoride-mediated condensation reactions respectively to give new functionalized organofluorine derivatives 5a-d (Table 2) and 11a-c (Table 3).

  DOI：

  10.1016/0040-4039(93)85090-j

文献信息

• Synthesis and reactivity of a fluorinated dienophile
  作者：P.J. Crowley、J.M. Percy、K. Stansfield

  DOI：10.1016/0040-4039(96)01877-1

  日期：1996.11

  1-(N,N-diethylcarbamoyloxy-2-fluoro-2-(phenylsulfonyl)-ethene has been prepared and reacted with a variety of dienes to give fluorinated [4+2] cycloadducts. In contrast, the desulfonated equivalent 1-(N,N-diethylcarbamoyloxy)-2-fluoro-E-ethene reacts with cyclopentadiene alone, to give mixtures of [4+2] and [2+2] cycloadducts.

  制备了1-（N，N-二乙基氨基甲酰氧基-2-氟-2-（苯磺酰基）-乙烯，并使其与各种二烯反应生成氟化的[4 + 2]环加合物。 ，N-二乙基氨基）-2-氟- ë -乙烯发生反应与环戊二烯单独，得到的[4 + 2]和[2 + 2] cycloadducts混合物。
• 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.