4-methoxy-1-neopentylbenzocyclobutene-1-carbonitrile | 877875-57-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-methoxy-1-neopentylbenzocyclobutene-1-carbonitrile
• 英文别名: 7-(2,2-Dimethylpropyl)-3-methoxybicyclo[4.2.0]octa-1(6),2,4-triene-7-carbonitrile；7-(2,2-dimethylpropyl)-3-methoxybicyclo[4.2.0]octa-1(6),2,4-triene-7-carbonitrile
• CAS: 877875-57-5
• 化学式: C₁₅H₁₉NO
• 分子量: 229.322
• InChiKey: LTFGEVZUAHDXNG-UHFFFAOYSA-N

物化性质

• 熔点：
  58-60 °C
• 沸点：
  356.9±42.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-methoxy-1-neopentylbenzocyclobutene-1-carbonitrile 在 氨 、 sodium 作用下， 以 四氢呋喃 、 乙醇 、 邻二氯苯 为溶剂， 反应 2.25h， 生成
  参考文献：
  名称：

  Accelerated Electrocyclic Ring-Opening of Benzocyclobutenes under the Influence of a β-Silicon Atom

  摘要：

  A significant acceleration effect of a beta-silicon atom was observed on the electrocyclic ring-opening reaction of benzocyclobutene derivatives to form o-quinodimethanes. This acceleration effect could be attributed to an electronic sigma-donating nature of the C(alpha)-Si(beta) bond, associated with alpha-anion driven pericyclic reactions.

  DOI：

  10.1021/ja055505+
• 作为产物：
  描述：

  新戊基碘 、 4-甲氧基苯并环丁烯-1-甲腈 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 2.25h， 以65%的产率得到4-methoxy-1-neopentylbenzocyclobutene-1-carbonitrile
  参考文献：
  名称：

  Accelerated Electrocyclic Ring-Opening of Benzocyclobutenes under the Influence of a β-Silicon Atom

  摘要：

  A significant acceleration effect of a beta-silicon atom was observed on the electrocyclic ring-opening reaction of benzocyclobutene derivatives to form o-quinodimethanes. This acceleration effect could be attributed to an electronic sigma-donating nature of the C(alpha)-Si(beta) bond, associated with alpha-anion driven pericyclic reactions.

  DOI：

  10.1021/ja055505+

文献信息

• Accelerated Electrocyclic Ring-Opening of Benzocyclobutenes under the Influence of a β-Silicon Atom
  作者：Yuji Matsuya、Noriko Ohsawa、Hideo Nemoto

  DOI：10.1021/ja055505+

  日期：2006.1.1

  A significant acceleration effect of a beta-silicon atom was observed on the electrocyclic ring-opening reaction of benzocyclobutene derivatives to form o-quinodimethanes. This acceleration effect could be attributed to an electronic sigma-donating nature of the C(alpha)-Si(beta) bond, associated with alpha-anion driven pericyclic reactions.