{4-[3-(4-Hydroxymethyl-phenoxymethyl)-benzyloxy]-phenyl}-methanol | 565462-34-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: {4-[3-(4-Hydroxymethyl-phenoxymethyl)-benzyloxy]-phenyl}-methanol
• 英文别名: [4-[[3-[[4-(Hydroxymethyl)phenoxy]methyl]phenyl]methoxy]phenyl]methanol
• CAS: 565462-34-2
• 化学式: C₂₂H₂₂O₄
• 分子量: 350.414
• InChiKey: JLLKPCJNGQOEOM-UHFFFAOYSA-N

物化性质

• 沸点：
  569.5±45.0 °C(Predicted)
• 密度：
  1.223±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  26
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  {4-[3-(4-Hydroxymethyl-phenoxymethyl)-benzyloxy]-phenyl}-methanol 在 三溴化磷 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以95%的产率得到1,3-Bis[[4-(bromomethyl)phenoxy]methyl]benzene
  参考文献：
  名称：

  亚硝基乙烷——新一类的新型环烷

  摘要：

  邻二甲苯基二溴化物与 2-硝基-1,1-乙二硫醇的二钾盐反应得到硝基乙炔2。类似的策略已用于合成环烷 7、9 和 11。

  DOI：

  10.1081/scc-100106213
• 作为产物：
  描述：

  间二溴苄 在 lithium aluminium tetrahydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 56.0h， 生成 {4-[3-(4-Hydroxymethyl-phenoxymethyl)-benzyloxy]-phenyl}-methanol
  参考文献：
  名称：

  基于间三联苯基和吡啶基嵌段的手性环烷烃的合成

  摘要：

  的耦合米与BINOL三联苯二溴化物，得到相应的光学活性环芳。还可以通过将对硝基苯酚或4,4″-双（溴甲基）-1，3-二苄基苯与对苯二酚偶联而获得手性环烷。

  DOI：

  10.1016/s0040-4020(01)00966-8

文献信息

• NITROETHYLENOPHANES— NEW CLASS OF NOVEL CYCLOPHANES
  作者：Perumal Rajakumar、Muthialu Srisailas、Manickam Dhanasekaran

  DOI：10.1081/scc-100106213

  日期：2001.1

  Reaction of o-xylenyl dibromide with dipotassium salt of 2-nitro-1,1-ethanedithiol afforded nitroethylenophane 2. Similar strategy has been used for the synthesis of cyclophanes 7, 9 and 11.

  邻二甲苯基二溴化物与 2-硝基-1,1-乙二硫醇的二钾盐反应得到硝基乙炔2。类似的策略已用于合成环烷 7、9 和 11。
• Synthesis of chiral cyclophanes based on meta-terphenyl and pyridyl blocks
  作者：Perumal Rajakumar、Muthialu Srisailas

  DOI：10.1016/s0040-4020(01)00966-8

  日期：2001.11

  Coupling of m-terphenyl dibromide with binol afforded the corresponding optically active cyclophane. Chiral cyclophanes were also obtained by the coupling of p-nitrophenol or 4,4″-bis(bromomethyl)-1,3-dibenzylbenzene with binol.

  的耦合米与BINOL三联苯二溴化物，得到相应的光学活性环芳。还可以通过将对硝基苯酚或4,4″-双（溴甲基）-1，3-二苄基苯与对苯二酚偶联而获得手性环烷。
• Dioxastilbenophanes—synthesis and charge transfer complexation studies
  作者：Perumal Rajakumar、Venghatraghavan Murali

  DOI：10.1016/j.tet.2004.01.008

  日期：2004.3

  Intramolecular McMurry coupling of dialdehydes derived from xylenyl dibromide and 4-hydroxy benzaldehyde afforded cis-stilbenophanes along with cyclophane diols. Stilbenophanes with a large cavity were also synthesized. Charge transfer complexations of the stilbenophanes with TCNE, TCNQ and PQT were studied. Some stilbenophanes form a relatively stronger complex with PQT rather than with TCNE and TCNQ. (C) 2004 Published by Elsevier Ltd.
• Synthesis of an annularly linked bicyclic chiral cyclophane by pre-organization of a dibromide
  作者：Perumal Rajakumar、Muthialu Srisailas

  DOI：10.1016/s0040-4039(03)00442-8

  日期：2003.3

  An annularly linked bicyclic chiral cyclophane was synthesized from a suitable pre-organized chiral dibromide. (C) 2003 Published by Elsevier Science Ltd.
• Design and synthesis of novel chiral dihydroimidazolium cyclophanes as N-heterocyclic carbene precatalysts
  作者：Ting Lu、Liuqun Gu、Qiang Kang、Yugen Zhang

  DOI：10.1016/j.tetlet.2012.09.116

  日期：2012.11

  A series of novel diphenyl ethylenediamine (DPEN) derived C-2 symmetric dihydroimidazolium cyclophanes were designed and synthesized as organo NHC precatalysts. The resultant organo NHC-catalyzed reactions with superior enantioselectivity than traditional C-2 dihydroimidazolidine NHCs as exemplified by NHC-catalyzed asymmetric intramolecular Stetter reactions. (C) 2012 Elsevier Ltd. All rights reserved.