3-neopentyl-3-fluorodiazirine | 143739-91-7

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: 3-neopentyl-3-fluorodiazirine
• 英文别名: 3-(2,2-Dimethylpropyl)-3-fluorodiazirine
• CAS: 143739-91-7
• 化学式: C₆H₁₁FN₂
• 分子量: 130.165
• InChiKey: BJOLBNOXNHVKRD-UHFFFAOYSA-N

物化性质

• 沸点：
  95.5±50.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-neopentyl-3-fluorodiazirine 、 2-甲基-丁烯 以 异辛烷 为溶剂， 生成 (Z)-1-Fluoro-3,3-dimethyl-but-1-ene 、 1-(2,2-Dimethyl-propyl)-2-ethyl-1-fluoro-2-methyl-cyclopropane
  参考文献：
  名称：

  卡宾重排中非同寻常的同位素效应

  摘要：

  新戊基氟卡宾2a–2c中1,2〜H / 1,2〜D位移的动力学同位素效应约为5。

  DOI：

  10.1016/s0040-4039(00)74240-7
• 作为产物：
  描述：

  在 四丁基氟化铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 3-neopentyl-3-fluorodiazirine
  参考文献：
  名称：

  Kinetics of alkylhalocarbene rearrangements: modulation by fluorine substituents

  摘要：

  Rate constants were measured by laser flash photolytic methods for hydrogen and carbon 1,2-migrations in four different alkylchlorocarbenes and in the analogous alkylfluorocarbenes. The carbenes, products, and rate constants (s-1) were as follows: phenoxymethylchlorocarbene to (Z)- and (E)-1-chloro-2-phenoxyethene (Z/E approximately 4/1), k = 3.6 x 10(7); phenoxymethylfluorocarbene to (Z)-1-fluoro-2-phenoxyethene (Z/E > 10/1), k = 1.3 x 10(7); neopentylchlorocarbene to (Z)- and (E)-1-tert-butyl-2-chloroethene (Z/E = 1/12), k = 1.4 x 10(7); neopentylfluorocarbene to (Z)- and (E)-1-tert-butyl-2-fluoroethene (Z/E = 1/2.5), k = 2.6 X 10(6); cyclobutylchlorocarbene to 1-chlorocyclopentene (C migration) and chloromethylenecyclobutane (H migration), k(c) = 4.6 X 10(7), k(H) = 2.1 X 10(7); cyclobutylfluorocarbene to 1-fluorocyclopentene (C migration) and fluoromethylenecyclobutane (H migration), k(c) = 1.8 x 10(6), k(H) = 5.3 x 10(5); cyclopropylchlorocarbene to 1-chlorocyclobutene, k = 9 x 10(5); cyclopropylfluorocarbene to 1-fluorocyclobutene, k = 1.4 x 10(5). Activation energies for several of these processes were in the range of 2-4 kcal/mol, with A approximately 10(8)-10(9) s-1.

  DOI：

  10.1021/ja00029a025