2-methoxy-1,3-benzodioxol-4-ol | 61627-36-9

• 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-methoxy-1,3-benzodioxol-4-ol
• 英文别名: 4-hydroxy-2-methoxy-1,3-benzodioxole；2-Methoxy-2H-1,3-benzodioxol-4-ol
• CAS: 61627-36-9
• 化学式: C₈H₈O₄
• 分子量: 168.149
• InChiKey: XKMGSTMOLPFHCU-UHFFFAOYSA-N

物化性质

• 沸点：
  265.4±40.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methoxy-1,3-benzodioxol-4-ol 在 potassium carbonate 、 对甲苯磺酸 作用下， 以 氯仿 、 丙酮 为溶剂， 反应 4.5h， 生成 1,3,5-tris(2',3'-dihydroxyphenoxymethyl)-2,4,6-triethylbenzene
  参考文献：
  名称：

  A Tricatecholic Receptor for Carbohydrate Recognition:  Synthesis and Binding Studies

  摘要：

  [GRAPHICS]A new tripodal receptor bearing three catechol subunits on a benzene platform has been synthesized in four steps from 1,3,5-triethylbenzene and pyrogallol. The binding ability of the tricatecholic receptor was investigated toward several monosaccharides in CDCl3, where multiple equilibria were detected, and compared to that of a previously reported trisureidic receptor of analogous structure. Association constants were measured by H-1 NMR titrations, and the corresponding affinities were assessed through the BC50 parameter, a binding descriptor univocally defining the affinity of a host for a guest in multi-equilibrium systems. Results show that the tripodal catecholic receptor binds the octyl glycosides with affinities ranging from 0.87 to 5.2 mM and with a 6-fold selectivity factor for the alpha-mannoside over the beta-glucoside. Although the affinity for glycosides was not appreciably improved with respect to the ureidic receptor, a significant change in selectivity was obtained by the H-bonding group replacement.

  DOI：

  10.1021/jo0702286
• 作为产物：
  描述：

  1,1-二氯乙烷 、 1,2-二氯乙烷 在 邻苯三酚 、 原甲酸三甲酯 作用下， 生成 2-methoxy-1,3-benzodioxol-4-ol
  参考文献：
  名称：

  Insecticidal benzodioxol-4-yl carbamates and intermediates thereof

  摘要：

  提供了以下结构式的苯二氧杂环丁酰胺：##STR1## 其中R.sup.1代表H、烷基或苯基；R.sup.2代表烷基；R.sup.3代表H、烷基、烯基、炔基、烷酰基或苯甲酰基；R.sup.4代表烷基、烯基或炔基；而R.sup.5、R.sup.6和R.sup.7，可以相同也可以不同，每个代表H、卤素或烷基。这些化合物具有杀虫作用。

  公开号：

  US04064250A1

文献信息

• Spiroborate-Linked Ionic Covalent Adaptable Networks with Rapid Reprocessability and Closed-Loop Recyclability
  作者：Hongxuan Chen、Yiming Hu、Chaoqian Luo、Zepeng Lei、Shaofeng Huang、Jingyi Wu、Yinghua Jin、Kai Yu、Wei Zhang

  DOI：10.1021/jacs.3c00774

  日期：2023.4.26

  Covalent adaptable networks (CANs) represent a novel class of polymeric materials crosslinked by dynamic covalent bonds. Since their first discovery, CANs have attracted great attention due to their high mechanical strength and stability like conventional thermosets under service conditions and easy reprocessability like thermoplastics under certain external stimuli. Here, we report the first example

  共价适应性网络 (CAN) 代表了一类由动态共价键交联的新型聚合物材料。自首次发现以来，CAN 因其在使用条件下像传统热固性塑料一样的高机械强度和稳定性以及在某些外部刺激下像热塑性塑料一样易于再加工而引起了极大的关注。在这里，我们报告了离子共价适应性网络 (ICAN) 的第一个例子，这是一种交联离聚物，由带负电荷的骨架结构组成。更具体地说，通过螺硼酸盐化学制备了两种具有不同主链组成的 ICAN。鉴于螺硼酸酯键的动态特性，所得离聚物热固性材料在温和条件下显示出快速再加工性和闭环可回收性。机械破碎成更小块的材料可以在 120°C 下仅 1 分钟内再加工成连贯的固体，机械性能几乎 100% 恢复。在室温下用稀盐酸处理 ICAN 后，有价值的单体可以很容易地以几乎定量的收率进行化学回收。这项工作证明了螺硼酸盐键作为一种新型动态离子键在开发新型可再加工和可回收离聚物热固性材料方面的巨大潜力。
• Insecticidal benzodioxol-4-yl carbamates and intermediates thereof
  申请人：Fisons Limited

  公开号：US04064250A1

  公开（公告）日：1977-12-20

  There are provided benzodioxol-4-yl carbamates of the formula: ##STR1## where R.sup.1 represents H, alkyl or phenyl; R.sup.2 represents alkyl; R.sup.3 represents H, alkyl, alkenyl, alkynyl, alkanoyl or benzoyl; R.sup.4 represents alkyl, alkenyl or alkynyl; and R.sup.5, R.sup.6 and R.sup.7, which may be the same or different, each represent H, halogen, or alkyl. The compounds are insecticidal.

  提供了以下结构式的苯二氧杂环丁酰胺：##STR1## 其中R.sup.1代表H、烷基或苯基；R.sup.2代表烷基；R.sup.3代表H、烷基、烯基、炔基、烷酰基或苯甲酰基；R.sup.4代表烷基、烯基或炔基；而R.sup.5、R.sup.6和R.sup.7，可以相同也可以不同，每个代表H、卤素或烷基。这些化合物具有杀虫作用。
• A Tricatecholic Receptor for Carbohydrate Recognition:  Synthesis and Binding Studies
  作者：Martina Cacciarini、Elisa Cordiano、Cristina Nativi、Stefano Roelens

  DOI：10.1021/jo0702286

  日期：2007.5.1

  [GRAPHICS]A new tripodal receptor bearing three catechol subunits on a benzene platform has been synthesized in four steps from 1,3,5-triethylbenzene and pyrogallol. The binding ability of the tricatecholic receptor was investigated toward several monosaccharides in CDCl3, where multiple equilibria were detected, and compared to that of a previously reported trisureidic receptor of analogous structure. Association constants were measured by H-1 NMR titrations, and the corresponding affinities were assessed through the BC50 parameter, a binding descriptor univocally defining the affinity of a host for a guest in multi-equilibrium systems. Results show that the tripodal catecholic receptor binds the octyl glycosides with affinities ranging from 0.87 to 5.2 mM and with a 6-fold selectivity factor for the alpha-mannoside over the beta-glucoside. Although the affinity for glycosides was not appreciably improved with respect to the ureidic receptor, a significant change in selectivity was obtained by the H-bonding group replacement.