2-phenylethynyl-1,3-dioxane | 131549-19-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 2-phenylethynyl-1,3-dioxane
• 英文别名: 2-(2-phenylethynyl)-1,3-dioxane
• CAS: 131549-19-4
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: RGCUSIXQMZBVAU-UHFFFAOYSA-N

物化性质

• 沸点：
  309.4±37.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  在 potassium tert-butylate 、 苯甲醛 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 以58%的产率得到2-phenylethynyl-1,3-dioxane
  参考文献：
  名称：

  Dithiane Induced Cycloaddition/Aromatization Tactic for the Synthesis of Multisubstituted Furans

  摘要：

  The development of a new transition-metal-free tactic for convergent, one-pot synthesis of multisubstituted furans by beta-chloro-vinyl dithiane cyclization with aldehydes is described. Key to the success was the development of a new vinylidene dithiane site as a donor allene that generates the active dihydrofuran, which undergoes in situ aromatization under mild conditions.

  DOI：

  10.1021/acs.orglett.6b00699

文献信息

• Alkynylation of C−H Bonds via Reaction with Acetylenic Triflones¹
  作者：Jianchun Gong、P. L. Fuchs

  DOI：10.1021/ja953518p

  日期：1996.1.1
• Houghton, Roy P.; Dunlop, Jane E., Synthetic Communications, 1990, vol. 20, # 16, p. 2387 - 2400
  作者：Houghton, Roy P.、Dunlop, Jane E.

  DOI：——

  日期：——
• HOUGHTON, ROY P.;DUNLOP, JANE E., SYNTH. COMMUN., 20,(1990) N6, C. 2387-2400
  作者：HOUGHTON, ROY P.、DUNLOP, JANE E.

  DOI：——

  日期：——
• Dithiane Induced Cycloaddition/Aromatization Tactic for the Synthesis of Multisubstituted Furans
  作者：Junshan Lai、Yongping Liang、Teng Liu、Shouchu Tang

  DOI：10.1021/acs.orglett.6b00699

  日期：2016.5.6

  The development of a new transition-metal-free tactic for convergent, one-pot synthesis of multisubstituted furans by beta-chloro-vinyl dithiane cyclization with aldehydes is described. Key to the success was the development of a new vinylidene dithiane site as a donor allene that generates the active dihydrofuran, which undergoes in situ aromatization under mild conditions.