2-methylphenanthro[9,10-d][1,3]dioxole | 17529-30-5

• 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: 2-methylphenanthro[9,10-d][1,3]dioxole
• 英文别名: 2-methyl-phenanthro[9,10-d][1,3]dioxole；2-Methyl-phenanthro[9,10-d][1,3]dioxol；2-Methylphenanthro<9,10-d><1.3>dioxol
• CAS: 17529-30-5
• 化学式: C₁₆H₁₂O₂
• 分子量: 236.27
• InChiKey: UXTGZRBGEHTLNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.11
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2-methylphenanthro[9,10-d][1,3]dioxole 在 氧气 作用下， 以 乙腈 为溶剂， 以40%的产率得到
  参考文献：
  名称：

  A facile and highly atom-economic approach to biaryl-containing medium-ring bislactones

  摘要：

  以现成的菲醌和烯烃为起点，通过连续的光环加成-光氧化反应，可轻松制备出含双芳基的中环双内酯，并具有良好的产率和非对映选择性。

  DOI：

  10.1039/c2cc16492b
• 作为产物：
  描述：

  9-Hydroxy-10-vinyloxy-phenanthren 生成 2-methylphenanthro[9,10-d][1,3]dioxole
  参考文献：
  名称：

  Novel annelation reaction: synthesis of polycyclic hydrocarbons from o-quinones

  摘要：

  DOI：

  10.1021/jo00326a028

文献信息

• Novel addition of nitroalkanes to o-quinones
  作者：Shinobu Itoh、Kazumi Nii、Minae Mure、Yoshiki Ohshiro

  DOI：10.1016/s0040-4039(00)96435-9

  日期：1987.1

  A novel addition reaction of nitroalkanes to o-quinones is found to give 1,3-dioxole derivatives.

  发现硝基烷烃与邻醌的新型加成反应得到1，3-二恶唑衍生物。
• Electroinduced Carbene Formation in the Cathodic Reduction of 1,2-Dicarbonyl Compounds via Electron-Transfer to the Solvent
  作者：Belen Batanero、Marina Ramirez-Moreno、Fructuoso Barba

  DOI：10.1016/j.electacta.2015.03.143

  日期：2015.6

  Electrochemical reduction of 9,10-phenanthrenequinone, benzil and acenaphthenequinone in 1,1,1-trichloroethane (TCE)/TBAP under constant potential conditions provides an interesting entry to new coupling products through an electron-transfer reaction in solution to the chlorinated solvent. This electroinduced reaction points out the differences in the reaction pathway followed by these 1,2-dicarbonyl compounds depending on their geometry. The intermediates nature and their behavior, both in solution and at the electrode surface, are discussed. (C) 2015 Elsevier Ltd. All rights reserved.
• Eistert,B. et al., Chemische Berichte, 1968, vol. 101, p. 84 - 93
  作者：Eistert,B. et al.

  DOI：——

  日期：——
• Action of Diazoalkanes on o-Quinones and Other Carbonyl (Thiocarbonyl) Compounds with Special Reference to the Nature of the Intermediate Compounds
  作者：Alexander Schönberg、Ahmed Mustafa、William Ibrahim Awad、Gamal El-Din Mohamed Moussa

  DOI：10.1021/ja01637a085

  日期：1954.4
• SUKUMARAN K. B.; HARVEY R. G., J. ORG. CHEM., 1981, 46, NO 13, 2740-2745
  作者：SUKUMARAN K. B.、 HARVEY R. G.

  DOI：——

  日期：——