(3-phenyl-3,4-dihydro-2H-benzo[e][1,3]oxazin-8-yl)methanol | 1401421-89-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: (3-phenyl-3,4-dihydro-2H-benzo[e][1,3]oxazin-8-yl)methanol
• 英文别名: (3-Phenyl-2,4-dihydro-1,3-benzoxazin-8-yl)methanol；(3-phenyl-2,4-dihydro-1,3-benzoxazin-8-yl)methanol
• CAS: 1401421-89-3
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: HQAKKJSHZKHEET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 水杨醇 、 苯胺 以 1,4-二氧六环 为溶剂， 反应 48.0h， 以58%的产率得到(3-phenyl-3,4-dihydro-2H-benzo[e][1,3]oxazin-8-yl)methanol
  参考文献：
  名称：

  邻羟甲基官能苯并恶嗪的氢键特征和独特的开环聚合行为

  摘要：

  具有邻羟甲基功能的单官能苯并恶嗪已经合成并高度纯化。合成单体的化学结构已通过1 H和13 C核磁共振波谱（NMR），傅立叶变换红外光谱（FT-IR）和元素分析得到证实。对于不同浓度的苯并恶嗪，使用一维（1D）1 H NMR来研究邻羟甲基官能的苯并恶嗪及其对等物中氢键的特殊性质。还通过原位研究了苯并恶嗪单体的聚合行为FT-IR和差示扫描量热法，实验上支持了我们先前提出的邻羟甲基功能苯并恶嗪的聚合机理。©2016 Wiley Periodicals，Inc. J. Polym。科学，A部分：Polym。化学 2016，54，3635-3642

  DOI：

  10.1002/pola.28253

文献信息

• Mechanistic Pathways for the Polymerization of Methylol-Functional Benzoxazine Monomers
  作者：Mohamed Baqar、Tarek Agag、Rongzhi Huang、João Maia、Syed Qutubuddin、Hatsuo Ishida

  DOI：10.1021/ma301963d

  日期：2012.10.23

  The polymerization mechanism of methylol-functional benzoxazine monomers is reported using a series of monofunctional benzoxazine monomers synthesized via a condensation reaction of ortho-, meta-, or para-methylol-phenol, aniline, and paraformaldehyde following the traditional route of benzoxazine synthesis. A phenol/aniline-type monofunctional benzoxazine monomer has been synthesized as a control. The structures of the synthesized monomers have been confirmed by H-1 NMR and FT-IR. The polymerization behavior of methylol monomers is studied by DSC and shows an exothermic peak associated with condensation reaction of methylol groups and ring opening polymerization of benzoxazine at a lower temperature range than the control monomer. The presence of methylol group accelerates the ring-opening polymerization to give the ascending order of para-, meta-, and ortho-positions in comparison to the unfunctionalized monomer. Furthermore, rheological measurements show that the position of methylol group relative to benzoxazine structure plays a significant role in accelerating the polymerization.
• Hydrogen-bonding characteristics and unique ring-opening polymerization behavior of<i>Ortho</i>-methylol functional benzoxazine
  作者：Kan Zhang、Pablo Froimowicz、Lu Han、Hatsuo Ishida

  DOI：10.1002/pola.28253

  日期：2016.11.15

  study the specific nature of hydrogen bonding in both ortho‐methylol functional benzoxazine and its para counterpart. The polymerization behavior of benzoxazine monomer has been also studied by in situ FT‐IR and differential scanning calorimetry, experimentally supporting the polymerization mechanism of ortho‐methylol functional benzoxazine we proposed before. © 2016 Wiley Periodicals, Inc. J. Polym.

  具有邻羟甲基功能的单官能苯并恶嗪已经合成并高度纯化。合成单体的化学结构已通过1 H和13 C核磁共振波谱（NMR），傅立叶变换红外光谱（FT-IR）和元素分析得到证实。对于不同浓度的苯并恶嗪，使用一维（1D）1 H NMR来研究邻羟甲基官能的苯并恶嗪及其对等物中氢键的特殊性质。还通过原位研究了苯并恶嗪单体的聚合行为FT-IR和差示扫描量热法，实验上支持了我们先前提出的邻羟甲基功能苯并恶嗪的聚合机理。©2016 Wiley Periodicals，Inc. J. Polym。科学，A部分：Polym。化学 2016，54，3635-3642