1,3-苯并二氧-4-甲醛 | 184360-97-2

• 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
• 中文名称: 1,3-苯并二氧-4-甲醛
• 中文别名: 2,3-(亚甲基二氧基)苯甲醛
• 英文名称: (E)-4-((2',3'-methylenedioxy)phenyl)but-3-enoic acid
• 英文别名: (3E)-4-(1,3-Benzodioxol-4-yl)-3-butenoic acid；(E)-4-(1,3-benzodioxol-4-yl)but-3-enoic acid
• CAS: 184360-97-2
• 化学式: C₁₁H₁₀O₄
• 分子量: 206.198
• InChiKey: ARZFDEQRBWNHES-DUXPYHPUSA-N

物化性质

• 熔点：
  34-36 °C(lit.)
• 沸点：
  80 °C0.3 mm Hg(lit.)
• 密度：
  1.312 g/mL at 25 °C(lit.)
• 闪点：
  >230 °F

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 安全说明：
  S22,S24/25

反应信息

• 作为反应物：
  描述：

  1,3-苯并二氧-4-甲醛 在 palladium on activated charcoal 氢气 、 三氟乙酸酐 作用下， 生成 5,6-亚甲基二氧基-1-四酮
  参考文献：
  名称：

  Tributylstannyl 4-tributylstannylbut-3-enoate: a useful C-4 homologating agent. Application to the synthesis of aryl iodolactones

  摘要：

  Tributylstannyl 4-tributylstannylbut-3-enoate, readily prepared by radical hydrostannation, is used for the transfer of a but-3-enoic acid synthon. Some of the potentialities of this synthon are established by the synthesis of aryl iodolactones or tetralones (one of them is a key intermediate for ABT-200 synthesis). Copyright (C) 1996 Published by Elsevier Science Ltd

  DOI：

  10.1016/0040-4039(96)01725-x
• 作为产物：
  描述：

  4-溴-1,3-苯并二恶唑 、 tributylstannyl-4-(tributylstannyl)but-3-enoate 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以55%的产率得到1,3-苯并二氧-4-甲醛
  参考文献：
  名称：

  Stereoselective access to functionalized β-γ unsaturated acids

  摘要：

  Stereoselective synthesis of vinylstannanes bearing a carboxylic acid function was achieved from beta-gamma alkynoic acids via hydrostannation, stannylcupration or silastannation reactions. Regioselectivity is highly dependent on the nature of the stannylanions used and on protection of the carboxylic acid function. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(03)00616-1

文献信息

• Synthesis of 1‐Tetralone Derivatives Using a Stille Cross Coupling/Friedel Crafts Acylation Sequence
  作者：Johnny Vercouillie、Mohamed Abarbri、Jean‐Luc Parrain、Alain Duchêne、Jérôme Thibonnet

  DOI：10.1081/scc-200032474

  日期：2004.1.1

  Abstract An efficient method of synthesis of 1‐tetralones has been achieved featuring a Stille cross‐coupling reaction as the key step.

  摘要 以Stille交叉偶联反应为关键步骤，实现了一种有效的1-四氢萘酮合成方法。
• Tributylstannyl 4-tributylstannylbut-3-enoate: a useful C-4 homologating agent. Application to the synthesis of aryl iodolactones
  作者：Jérôme Thibonnet、Mohamed Abarbri、Jean-Luc Parrain、Alain Duchêne

  DOI：10.1016/0040-4039(96)01725-x

  日期：1996.10

  Tributylstannyl 4-tributylstannylbut-3-enoate, readily prepared by radical hydrostannation, is used for the transfer of a but-3-enoic acid synthon. Some of the potentialities of this synthon are established by the synthesis of aryl iodolactones or tetralones (one of them is a key intermediate for ABT-200 synthesis). Copyright (C) 1996 Published by Elsevier Science Ltd
• Stereoselective access to functionalized β-γ unsaturated acids
  作者：Jérôme Thibonnet、Mohamed Abarbri、Jean-Luc Parrain、Alain Duchêne

  DOI：10.1016/s0040-4020(03)00616-1

  日期：2003.6

  Stereoselective synthesis of vinylstannanes bearing a carboxylic acid function was achieved from beta-gamma alkynoic acids via hydrostannation, stannylcupration or silastannation reactions. Regioselectivity is highly dependent on the nature of the stannylanions used and on protection of the carboxylic acid function. (C) 2003 Elsevier Science Ltd. All rights reserved.