4,5-dihydro-1H,3H-1,4-epoxynaphtho[2,1-b][1,5]dioxocine | 1193245-56-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 4,5-dihydro-1H,3H-1,4-epoxynaphtho[2,1-b][1,5]dioxocine
• 英文别名: 4,5-Dihydro-1,4-epoxy-1H,3H-naphtho[2,1-b][1,5]dioxocin；12,16,17-trioxatetracyclo[12.2.1.02,11.03,8]heptadeca-2(11),3,5,7,9-pentaene
• CAS: 1193245-56-5
• 化学式: C₁₄H₁₂O₃
• 分子量: 228.247
• InChiKey: CHWXOIRYRXGPJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.65
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-(2-oxiranylmethoxy)-1-naphthaldehyde 在 苄基三乙基氯化铵 作用下， 以 环氧氯丙烷 为溶剂， 以0.95 g的产率得到4,5-dihydro-1H,3H-1,4-epoxynaphtho[2,1-b][1,5]dioxocine
  参考文献：
  名称：

  Study of the interaction of salicyl aldehydes with epichlorohydrin: a simple, convenient, and efficient method for the synthesis of 3,6-epoxy[1,5]dioxocines

  摘要：

  An efficient synthetic method for 3,6-epoxyl[1,5]dioxocines via the condensation of salicyl aldehydes and epichlorohydrin, using benzyl triethylammonium chloride as catalyst, is described. The use of neutral or electron-deficient salicyl aldehydes in all cases was found to give 3,6-epoxy[1,5]dioxocine derivatives in good yields. The structural features were resolved by IR, NMR spectroscopy, mass spectrometry, and ultimately proved by X-ray crystallographic analysis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.07.093