1,7,8,9-tetrafluoro-3,5-dioxo-4-phenyl-10-trimethylsilyloxy-2,4,6-triazatricyclo[5.2.1.02,6]dec-8-ene-10-carbonitrile | 131131-02-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,7,8,9-tetrafluoro-3,5-dioxo-4-phenyl-10-trimethylsilyloxy-2,4,6-triazatricyclo[5.2.1.02,6]dec-8-ene-10-carbonitrile
• CAS: 131131-02-7；131232-72-9
• 化学式: C₁₇H₁₄F₄N₄O₃Si
• 分子量: 426.402
• InChiKey: BIODPJKAXOJNJL-UHFFFAOYSA-N

物化性质

• 沸点：
  433.8±55.0 °C(Predicted)
• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.34
• 重原子数：
  29.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  81.95
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  tetrafluorocyclopentadienone 在 苄基三甲基氢氧化铵 作用下， 以 二氯甲烷 为溶剂， 生成 1,7,8,9-tetrafluoro-3,5-dioxo-4-phenyl-10-trimethylsilyloxy-2,4,6-triazatricyclo[5.2.1.02,6]dec-8-ene-10-carbonitrile
  参考文献：
  名称：

  Carbonyl chemistry of tetrafluorocyclopentadienone

  摘要：

  In order to control the Diels-Alder reactivity of the very labile title compound 1, experiments designed to modify the carbonyl group have been carried out. With methanol a hemiketal (4) is formed reversibly at low temperatures, but conjugate addition to give 3-methoxy derivatives 5 and 6 occurs at ordinary temperatures. Diazomethane reacts with 1 in cold methanol to give a spirooxirane (9) which undergoes Diels-Alder dimerization orders of magnitude slower than dienone 1 at room temperature. Hydrogen cyanide gives a cyanohydrin (15) with 1 at low temperatures, but the compound decomposes at 0-degrees-C. Trimethylsilyl cyanide yields the trimethylsilyl cyanohydrin 16, a stable derivative of 1 that dimerizes only at elevated temperatures, yet retains reactivity as a Diels-Alder diene.

  DOI：

  10.1021/jo00001a032

文献信息

• LEMAL, DAVID M.;KLOPOTEK, DAVID L.;WILTERDINK, JANET L.;SAUNDERS, W. DANI+, J. ORG. CHEM., 56,(1991) N, C. 157-160
  作者：LEMAL, DAVID M.、KLOPOTEK, DAVID L.、WILTERDINK, JANET L.、SAUNDERS, W. DANI+

  DOI：——

  日期：——