3-Isopropyl-2,3-dihydro-1H-phenanthren-4-one | 137174-73-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 3-Isopropyl-2,3-dihydro-1H-phenanthren-4-one
• 英文别名: 3-propan-2-yl-2,3-dihydro-1H-phenanthren-4-one
• CAS: 137174-73-3
• 化学式: C₁₇H₁₈O
• 分子量: 238.329
• InChiKey: APALXIBBXGZCKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  6-异丙基-3-苯乙烯基-环己-2-烯酮 以 苯 为溶剂， 以61%的产率得到3-Isopropyl-2,3-dihydro-1H-phenanthren-4-one
  参考文献：
  名称：

  Photochemistry of benzylidene-d,l-piperitones in solution and the melt phase

  摘要：

  The solution- and melt-phase photochemistry of four trans-benzylidene-d,l-piperitones (1) has been investigated under a variety of conditions. The 1 undergo trans reversible cis isomerization to establish a quasi photostationary state. Further irradiation leads to 2 via oxidative ring closure. Conspicuously absent are dimers (obtained upon irradiation of the neat crystals) and the plausible Norrish Type II photoproducts, 3. Although 1c yields 2c, no evidence for the alternative cyclization route to 2a (requiring loss of HCl) has been observed. Rationalizations for the transformations are presented. The structure of 2b has been determined unambiguously from X-ray crystallographic analysis.

  DOI：

  10.1021/jo00027a049