3,5-bis(hydroxymethyl)-4-(4'-formylbenzyloxy)phenylacetylene | 1330596-84-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,5-bis(hydroxymethyl)-4-(4'-formylbenzyloxy)phenylacetylene
• 英文别名: 4-(4'-formylbenzyloxy)-3,5-bis(hydroxymethyl)phenylacetylene；4-[[4-Ethynyl-2,6-bis(hydroxymethyl)phenoxy]methyl]benzaldehyde；4-[[4-ethynyl-2,6-bis(hydroxymethyl)phenoxy]methyl]benzaldehyde
• CAS: 1330596-84-3
• 化学式: C₁₈H₁₆O₄
• 分子量: 296.323
• InChiKey: SEOISXHJHWKESW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-氨基丙基三乙氧基硅烷 、 3,5-bis(hydroxymethyl)-4-(4'-formylbenzyloxy)phenylacetylene 在 aluminum oxide 作用下， 以 四氢呋喃 为溶剂， 反应 73.0h， 生成
  参考文献：
  名称：

  含三乙氧基硅丙烷亚胺苄基双羟甲基的苯乙炔及制备方法

  摘要：

  本发明属于高分子材料工程领域，特别涉及一种含三乙氧基硅丙烷亚胺苄基双羟甲基的苯乙炔及其制备方法：把4‑(4'‑甲酰基苄氧基)‑3,5‑双(羟甲基)苯基乙炔和Al2O3按比例加入三颈烧瓶中，抽真空，充氮气室温下搅拌1小时；加入比例的3‑氨基丙基三乙氧基硅烷的四氢呋喃溶液，室温下再搅拌72小时；经过滤，蒸发溶剂；向粗产物中加入大量水，用正己烷洗涤，最后再真空干燥，得到目标产物。本发明不仅反应简单，而且产率较高，总产率达到86.40％。目标产物在气体分离中可以起到重要作用。

  公开号：

  CN111925387A
• 作为产物：
  描述：

  2,6-bis(acetoxymethyl)-4-bromo-1-phenyl acetate 在 盐酸 、 copper(l) iodide 、 水 、 lithium hydride 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 88.0h， 生成 3,5-bis(hydroxymethyl)-4-(4'-formylbenzyloxy)phenylacetylene
  参考文献：
  名称：

  Facile synthesis of five 2D surface modifiers by highly selective photocyclic aromatization and efficient enhancement of oxygen permselectivities of three polymer membranes by surface modification using a small amount of the 2D surface modifiers

  摘要：

  A facile synthesis of novel five 2D (planar) surface modifiers having a triphenylbenzene derivatives as a 2D structure has been achieved by the highly selective photocyclic aromatization reaction. Efficient enhancement of oxygen permselectivities through the three polymer membranes has been achieved by adding a small amount (< 5.0 wt%) of the 20 surface modifiers. Among the five 2D surface modifiers, a modifier compound having oligoethylene oxide groups showed the best performance for the enhancement. These improvements were thought to be caused mainly by improvement of the solution selectivity on the membrane surface where the 2D surface modifiers were accumulated. In some of the surface-modified blend membranes, their plots in the P-O2(-alpha) graph were over or close to the upper boundary line by Robeson in 1991. Since all the membranes containing the 2D surface modifiers showed better permselectivities than the corresponding substrate membranes, it is very promising for the future. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2013.11.046

文献信息

• Highly Efficient Helix-sense-selective Polymerization of an Achiral Phenylacetylene Having a Bulky Group
  作者：Yanqing Qu、Yu Zang、Mingyu Zhang、Toshiki Aoki、Masahiro Teraguchi、Takashi Kaneko、Liqun Ma、Hongge Jia

  DOI：10.1246/cl.150863

  日期：2015.12.5

  A novel achiral phenylacetylene having a bulky t-butyl group was synthesized and polymerized by a chiral catalytic system containing [Rh(nbd)Cl]2 (nbd: norbornadiene) and chiral amines to yield a one-handed helical polymer having a much higher g value than polymers with no bulky groups. Highly efficient helix-sense-selective polymerization has been achieved using a bulky monomer and a less bulky chiral cocatalyst.

  合成了一种新型非手性苯乙炔，该苯乙炔带有一个笨重的 t-丁基，通过含有 [Rh(nbd)Cl]2 （nbd：降冰片二烯）和手性胺的手性催化体系进行聚合，得到了一种单手螺旋聚合物，其 g 值远远高于不含笨重基团的聚合物。利用笨重的单体和笨重程度较低的手性助催化剂，实现了高效的螺旋感应选择性聚合。
• Novel highly efficient <i>absolute</i> optical resolution method by serial combination of two asymmetric reactions from acetylene monomers having racemic substituents
  作者：Yanan Tang、Lijia Liu、Junpei Suzuki、Masahiro Teraguchi、Takashi Kaneko、Toshiki Aoki

  DOI：10.1002/chir.23404

  日期：2022.3

  For general optical resolution, an optical resolution agent is necessary, and the best agent should be selected for each racemic compound. In this study, we will report that a novel optical resolution method by circularly polarized light (CPL) without any optical resolution agents has been developed by serially connecting two enantioselective reactions. These reactions we developed are the enantiomer-selective

  一般的光学拆分需要使用光学拆分剂，每种外消旋化合物都应选择最佳的拆分剂。在这项研究中，我们将报告通过串联两个对映选择性反应，开发了一种新的圆偏振光 (CPL) 光学拆分方法，无需任何光学拆分剂。我们开发的这些反应是对映异构体选择性螺旋选择性聚合 ( ES-HSSP ) 和螺旋选择性选择性光环芳构化 ( SCAT ) 通过 CPL ( HS-SCAT )。由于这种显着独特的EPHS方法（EPHS  =  ES-HSSP  +  HS-SCAT) 选择性分解反应（ HS-SCAT ）不需要任何光学拆分剂、助催化剂和溶剂，该过程非常简单方便。由于该过程不包括目标外消旋体本身的任何分解，因此可以获得两种对映异构体。通过EPHS方法对映体分离的分离化合物的光学产率非常高，例如，薄荷醇、苯乙醇和 2-丁醇分别为 78%ee、93%ee 和 85%ee。此外，它们的化学收率约为 85% 至 94%。因此
• Facile synthesis of five 2D surface modifiers by highly selective photocyclic aromatization and efficient enhancement of oxygen permselectivities of three polymer membranes by surface modification using a small amount of the 2D surface modifiers
  作者：Jianjun Wang、Yu Zang、Guanwu Yin、Toshiki Aoki、Hiroyuki Urita、Ken Taguwa、Lijia Liu、Takeshi Namikoshi、Masahiro Teraguchi、Takashi Kaneko、Liqun Ma、Hongge Jia

  DOI：10.1016/j.polymer.2013.11.046

  日期：2014.3

  A facile synthesis of novel five 2D (planar) surface modifiers having a triphenylbenzene derivatives as a 2D structure has been achieved by the highly selective photocyclic aromatization reaction. Efficient enhancement of oxygen permselectivities through the three polymer membranes has been achieved by adding a small amount (< 5.0 wt%) of the 20 surface modifiers. Among the five 2D surface modifiers, a modifier compound having oligoethylene oxide groups showed the best performance for the enhancement. These improvements were thought to be caused mainly by improvement of the solution selectivity on the membrane surface where the 2D surface modifiers were accumulated. In some of the surface-modified blend membranes, their plots in the P-O2(-alpha) graph were over or close to the upper boundary line by Robeson in 1991. Since all the membranes containing the 2D surface modifiers showed better permselectivities than the corresponding substrate membranes, it is very promising for the future. (C) 2013 Elsevier Ltd. All rights reserved.
• 含三乙氧基硅丙烷亚胺苄基双羟甲基的苯乙炔及制备方法
  申请人：齐齐哈尔大学

  公开号：CN111925387A

  公开（公告）日：2020-11-13

  本发明属于高分子材料工程领域，特别涉及一种含三乙氧基硅丙烷亚胺苄基双羟甲基的苯乙炔及其制备方法：把4‑(4'‑甲酰基苄氧基)‑3,5‑双(羟甲基)苯基乙炔和Al2O3按比例加入三颈烧瓶中，抽真空，充氮气室温下搅拌1小时；加入比例的3‑氨基丙基三乙氧基硅烷的四氢呋喃溶液，室温下再搅拌72小时；经过滤，蒸发溶剂；向粗产物中加入大量水，用正己烷洗涤，最后再真空干燥，得到目标产物。本发明不仅反应简单，而且产率较高，总产率达到86.40％。目标产物在气体分离中可以起到重要作用。