2,2'-spirobi(1,3-benzodioxol-4-carbaldehyde) | 1142926-44-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 2,2'-spirobi(1,3-benzodioxol-4-carbaldehyde)
• 英文别名: 2,2'-Spirobi[1,3-benzodioxole]-4,4'-dicarbaldehyde；2,2'-spirobi[1,3-benzodioxole]-4,4'-dicarbaldehyde
• CAS: 1142926-44-0
• 化学式: C₁₅H₈O₆
• 分子量: 284.225
• InChiKey: DNVOXJHAFAIRRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  Di-o-phenylen-orthocarbonat 、 N,N-二甲基甲酰胺 在 仲丁基锂 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 反应 1.5h， 以50%的产率得到2,2'-spirobi(1,3-benzodioxol-4-carbaldehyde)
  参考文献：
  名称：

  Ortho-spirocarbonates and ortho-spirothiocarbonates: synthesis, functionalization and coupling

  摘要：

  This paper describes a new efficient synthesis of 2,2'-spirobi-(1,3-benzoxathiole) (1), 2,2'-spirobi-(1,3-benzodithiole) (2) and 2,2'-spirobi-(1,3-benzodioxole) (3). Compound 3 has been functionalized by means of metallation reaction followed by electrophilic quenching to give carboxylic acids, aldehydes and alcohols. Furthermore compound 3 was subjected to homo-coupling and its dimeric structure was determined by XRD analysis. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.01.043

文献信息

• Ortho-spirocarbonates and ortho-spirothiocarbonates: synthesis, functionalization and coupling
  作者：Enzo Cadoni、Efisio Perra、Claudia Fattuoni、Giuseppe Bruno、Maria G. Cabiddu、Stefania De Montis、Salvatore Cabiddu

  DOI：10.1016/j.tet.2009.01.043

  日期：2009.3

  This paper describes a new efficient synthesis of 2,2'-spirobi-(1,3-benzoxathiole) (1), 2,2'-spirobi-(1,3-benzodithiole) (2) and 2,2'-spirobi-(1,3-benzodioxole) (3). Compound 3 has been functionalized by means of metallation reaction followed by electrophilic quenching to give carboxylic acids, aldehydes and alcohols. Furthermore compound 3 was subjected to homo-coupling and its dimeric structure was determined by XRD analysis. (C) 2009 Elsevier Ltd. All rights reserved.