4-chloro-2-[(4-methoxy-phenylimino)-methyl]-phenol | 115820-15-0

• 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: 4-chloro-2-[(4-methoxy-phenylimino)-methyl]-phenol
• 英文别名: 4-Chlor-2-[(4-methoxy-phenylimino)-methyl]-phenol
• CAS: 115820-15-0
• 化学式: C₁₄H₁₂ClNO₂
• 分子量: 261.708
• InChiKey: FYGRJBYYFWNZLL-CXUHLZMHSA-N

物化性质

• 沸点：
  429.7±45.0 °C(predicted)
• 密度：
  1.20±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.82
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-chloro-2-[(4-methoxy-phenylimino)-methyl]-phenol 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 生成 4-chloro-2-((4-methoxyphenylamino)methyl)-phenol
  参考文献：
  名称：

  Synthesis of substituted salicylamines and dihydro-2H-1,3-benzoxazines

  摘要：

  Phenols were converted to their magnesium salts with the MgCl2-Et3N base system and subsequently reacted with Eschenmoser's salt, affording N,N-dimethyl substituted benzylamines in high to excellent yields. A series of mono N-substituted benzylamines were prepared in one-pot syntheses by ortho-formylation of phenols to corresponding salicylaldehydes, which in turn reacted with amines to imines. The imines were subsequently reduced to mono N-substituted benzylamines. Some of these benzylamines were further converted, without work-up, to mono N-substituted dihydro-2H-1,3-benzoxazines. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.064
• 作为产物：
  描述：

  对氯苯酚 在 三乙胺 、 magnesium chloride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.5h， 生成 4-chloro-2-[(4-methoxy-phenylimino)-methyl]-phenol
  参考文献：
  名称：

  Synthesis of substituted salicylamines and dihydro-2H-1,3-benzoxazines

  摘要：

  Phenols were converted to their magnesium salts with the MgCl2-Et3N base system and subsequently reacted with Eschenmoser's salt, affording N,N-dimethyl substituted benzylamines in high to excellent yields. A series of mono N-substituted benzylamines were prepared in one-pot syntheses by ortho-formylation of phenols to corresponding salicylaldehydes, which in turn reacted with amines to imines. The imines were subsequently reduced to mono N-substituted benzylamines. Some of these benzylamines were further converted, without work-up, to mono N-substituted dihydro-2H-1,3-benzoxazines. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.07.064

文献信息

• 1H and 13C nmr studies of salicylalanilines
  作者：M.Emilia L. Saraiva、Carlos F.G. Geraldes、Victor M.S. Gil

  DOI：10.1016/s0040-4020(01)85103-6

  日期：1988.1

  Several substituted salicylanilines (I) are studied by 1H (chemical shifts) and 13C (chemical shifts and T1 relaxation times) NMR in order to obtain information on molecular geometry changes and the transmission of the electronic effects due to substituents, as well as on the relative rates of the overall molecular tumbling and of the flipping of the phenyl rings. In particular, a good linear correlation

  还通过1 H（化学位移）和13 C（化学位移和T 1弛豫时间）NMR研究了几种取代的水杨基苯胺（I），以便获得有关分子几何结构变化以及由于取代基引起的电子效应的传递的信息。总体分子翻滚和苯环翻转的相对速率。尤其是，发现了OH质子位移（受分子内氢键影响）与在苯胺部分中对位取代的Hammettσ常数具有良好的线性相关性。由于OH ... N相互作用和p取代而导致的环的刚度变化反映在苯基碳弛豫时间上。
• Noda, Nippon Kagaku Zasshi, 1959, vol. 80, p. 321,324
  作者：Noda

  DOI：——

  日期：——