2-[[(2-hydroxyphenyl)amino]methyl]-phenol hydrochloride | 63759-97-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[[(2-hydroxyphenyl)amino]methyl]-phenol hydrochloride
• 英文别名: 2-[[(2-hydroxyphenyl)amino]methyl]phenol hydrochloride；2-[(2-Hydroxyanilino)methyl]phenol hydrochloride；2-[(2-hydroxyanilino)methyl]phenol;hydrochloride
• CAS: 63759-97-7
• 化学式: C₁₃H₁₄NO₂*Cl
• 分子量: 251.713
• InChiKey: JVIAMCFPMMSXNV-UHFFFAOYSA-N

物化性质

• 熔点：
  210-213 °C

计算性质

• 辛醇/水分配系数(LogP)：
  3.13
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  52.5
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[[(2-hydroxyphenyl)amino]methyl]-phenol hydrochloride 、 3-氨基苯硼酸 在 碳酸氢钠 作用下， 以 乙醇 、 苯 为溶剂， 反应 12.0h， 以69%的产率得到2-(3-aminophenyl)-benzo[d]-benzo[h]-6-aza-1,3-dioxa-2-boracyclononene
  参考文献：
  名称：

  Synthesis and characterization of boronates derived from non-symmetric amino-bis-phenols

  摘要：

  The condensation of 2-[[(2-hydroxyphenyl) amino]methyl]-phenols (1a-1e) with different arylboronic acids led to 12 new monomeric boronates of the type 2-aryl-dibenzo[d,h]-6-aza-1,3-dioxa-2-boracyclononene (2a-21). The boronates were characterized by H-1-, C-13-, B-11- and 2D-NMR experiments, FT infrared, mass spectra and elemental analyses. The stereochemistry of the H-N -> B-Ph fusion is always cis, as established through the NMR spectra, as well as the X-ray structures of four boronates (2a, 2e, 2f and 21). Hydrogen bonds between the amine proton and the oxygen ester of the five- membered ring are present in three X-ray structures (2a, 2e and 2f), while the supramolecular structure in the derivative possessing a primary amine (21) is built up through the protons present in this moiety instead of the proton from the H-N -> B-Ph fragment. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.08.042
• 作为产物：
  描述：

  邻甲基苄醇 、 2-氨基苯酚 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 6.0h， 以91%的产率得到2-[[(2-hydroxyphenyl)amino]methyl]-phenol hydrochloride
  参考文献：
  名称：

  Synthesis and characterization of boronates derived from non-symmetric amino-bis-phenols

  摘要：

  The condensation of 2-[[(2-hydroxyphenyl) amino]methyl]-phenols (1a-1e) with different arylboronic acids led to 12 new monomeric boronates of the type 2-aryl-dibenzo[d,h]-6-aza-1,3-dioxa-2-boracyclononene (2a-21). The boronates were characterized by H-1-, C-13-, B-11- and 2D-NMR experiments, FT infrared, mass spectra and elemental analyses. The stereochemistry of the H-N -> B-Ph fusion is always cis, as established through the NMR spectra, as well as the X-ray structures of four boronates (2a, 2e, 2f and 21). Hydrogen bonds between the amine proton and the oxygen ester of the five- membered ring are present in three X-ray structures (2a, 2e and 2f), while the supramolecular structure in the derivative possessing a primary amine (21) is built up through the protons present in this moiety instead of the proton from the H-N -> B-Ph fragment. (c) 2005 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2005.08.042

文献信息

• Synthesis and characterization of boronates derived from non-symmetric amino-bis-phenols
  作者：Arturo Abreu、S. Jesùs Alas、Hiram I. Beltrán、Rosa Santillan、Norberto Farfán

  DOI：10.1016/j.jorganchem.2005.08.042

  日期：2006.1

  The condensation of 2-[[(2-hydroxyphenyl) amino]methyl]-phenols (1a-1e) with different arylboronic acids led to 12 new monomeric boronates of the type 2-aryl-dibenzo[d,h]-6-aza-1,3-dioxa-2-boracyclononene (2a-21). The boronates were characterized by H-1-, C-13-, B-11- and 2D-NMR experiments, FT infrared, mass spectra and elemental analyses. The stereochemistry of the H-N -> B-Ph fusion is always cis, as established through the NMR spectra, as well as the X-ray structures of four boronates (2a, 2e, 2f and 21). Hydrogen bonds between the amine proton and the oxygen ester of the five- membered ring are present in three X-ray structures (2a, 2e and 2f), while the supramolecular structure in the derivative possessing a primary amine (21) is built up through the protons present in this moiety instead of the proton from the H-N -> B-Ph fragment. (c) 2005 Elsevier B.V. All rights reserved.