N-chloro-2,3-dihydro-1H-benz[de]isoquinoline | 537690-43-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-chloro-2,3-dihydro-1H-benz[de]isoquinoline
• 英文别名: 2-Chloro-1,3-dihydrobenzo[de]isoquinoline
• CAS: 537690-43-0
• 化学式: C₁₂H₁₀ClN
• 分子量: 203.671
• InChiKey: MCMLMJIYZJFCKK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-chloro-2,3-dihydro-1H-benz[de]isoquinoline 在 三乙胺 、 氧气 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 49.0h， 生成 2-azaphenalenyl radical
  参考文献：
  名称：

  Synthesis, Characterization, and Coordination Chemistry of the 2-Azaphenalenyl Radical

  摘要：

  The 2-azaphenalenyl radical 2 has been synthesized and characterized by ESR spectroscopy. Variable-temperature ESR measurements were carried out on both the phenalenyl (1) and the 2-azaphenalenyl (2) radicals. The phenalenyl radical 1 has the known propensity to dimerize at temperatures below 20 C, but unexpectedly less so than originally reported. The first experimental measurement of bond dissociation enthalpy for the dimerization of the phenalenyl radical 1 was obtained in CCl4 (11.34 +/- 0.11 kcal/mol) and toluene (9.8 +/- 0.7 kcal/mol). The 2-azaphenalenyl radical 2 does not show a propensity to dimerize over the measurable temperature range (220-330 K), but does so in the presence of Cu(hfac)(2) (hfac = hexafluoroacetylacetonate). The latter complex was characterized by X-ray crystallography.

  DOI：

  10.1021/ja029236o
• 作为产物：
  描述：

  2-苄基-1H-苯并[de]异喹啉-1,3(2H)-二酮 在 aluminium hydride 、 N-氯代丁二酰亚胺 、 lithium aluminium tetrahydride 、 氯甲酸乙酯 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 29.0h， 生成 N-chloro-2,3-dihydro-1H-benz[de]isoquinoline
  参考文献：
  名称：

  Synthesis, Characterization, and Coordination Chemistry of the 2-Azaphenalenyl Radical

  摘要：

  The 2-azaphenalenyl radical 2 has been synthesized and characterized by ESR spectroscopy. Variable-temperature ESR measurements were carried out on both the phenalenyl (1) and the 2-azaphenalenyl (2) radicals. The phenalenyl radical 1 has the known propensity to dimerize at temperatures below 20 C, but unexpectedly less so than originally reported. The first experimental measurement of bond dissociation enthalpy for the dimerization of the phenalenyl radical 1 was obtained in CCl4 (11.34 +/- 0.11 kcal/mol) and toluene (9.8 +/- 0.7 kcal/mol). The 2-azaphenalenyl radical 2 does not show a propensity to dimerize over the measurable temperature range (220-330 K), but does so in the presence of Cu(hfac)(2) (hfac = hexafluoroacetylacetonate). The latter complex was characterized by X-ray crystallography.

  DOI：

  10.1021/ja029236o