(4-Oxo-4-prop-2-enoxybutyl) 2,5-bis(bromomethyl)benzoate | 227958-99-8

• 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-Oxo-4-prop-2-enoxybutyl) 2,5-bis(bromomethyl)benzoate
• 英文别名: (4-oxo-4-prop-2-enoxybutyl) 2,5-bis(bromomethyl)benzoate
• CAS: 227958-99-8
• 化学式: C₁₆H₁₈Br₂O₄
• 分子量: 434.125
• InChiKey: IRXBIXFBLHWYBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1-[1,4-phenylenebis(methylene)]bis-4,4'-pyridylpiridinium bis(hexafluorophosphate) 、 (4-Oxo-4-prop-2-enoxybutyl) 2,5-bis(bromomethyl)benzoate 、 1-{p-[2-(2-(2-(2-(diphenylmethoxy)ethoxy)ethoxy)ethoxy)ethoxy]phenoxy}-13-{p-[2-(2-(2-(2-(4-((diphenyl-tert-butyl)siloxy)diphenylmethoxy)ethoxy)ethoxy)ethoxy)ethoxy]phenoxy}-3,6,9-trioxaundecane 在 六氟磷酸银 作用下， 以 乙腈 为溶剂， 以4.8%的产率得到
  参考文献：
  名称：

  Towards mechanically linked polyrotaxanes by sequential deprotection–coupling steps of bifunctional rotaxanes

  摘要：

  单体旋转烷（rotaxane）13，含有两个保护的功能团，用于获取一个二聚体，采用一种新的顺序去保护-耦合步骤的方法，这可以导致机械连接的聚旋转烷（polyrotaxanes）的形成。

  DOI：

  10.1039/a900914k
• 作为产物：
  描述：

  2,5-二甲基苯甲酸 在 N-溴代丁二酰亚胺(NBS) 、 氯化亚砜 、 N,N-二异丙基乙胺 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 二氯甲烷 、 甲苯 为溶剂， 反应 3.0h， 生成 (4-Oxo-4-prop-2-enoxybutyl) 2,5-bis(bromomethyl)benzoate
  参考文献：
  名称：

  Mechanically Linked Polyrotaxanes:  A Stepwise Approach

  摘要：

  A new synthetic approach for the preparation of mechanically linked polyrotaxanes was developed. Two variations of rotaxane monomers were synthesized, based on diphenylmethane and tetraphenylmethane blocking groups. Both rotaxanes bear a protected phenol functionality in the dumbbell-shaped part and a protected carboxylic acid functionality in the cyclic component. Via a "stepwise" polymerization, a rotaxane dimer and a rotaxane tetramer have been obtained. The procedure involves selective deprotection of the two functional groups in separate batches and a subsequent coupling reaction of the produced monofunctional/monoprotected monomers so that a dimer is formed. Longer and monodisperse oligomers can easily be obtained by repetition of this procedure. In addition, deprotection of both functionalities in the dimer and subsequent esterification resulted in the formation of a polymer with a molecular weight of ca. 400 000. The molecules obtained were isolated and characterized by H-1 NMR and mass spectrometry.

  DOI：

  10.1021/ma034521t

文献信息

• Towards mechanically linked polyrotaxanes by sequential deprotection–coupling steps of bifunctional rotaxanes
  作者：Michel P. L. Werts、Maarten van den Boogaard、Georges Hadziioannou、Gerasimos M. Tsivgoulis

  DOI：10.1039/a900914k

  日期：——

  The monomer rotaxane 13, bearing two protected functional groups, is used to obtain a dimer, following a new approach of sequential deprotection–coupling steps which can lead to mechanically linked polyrotaxanes.

  单体旋转烷（rotaxane）13，含有两个保护的功能团，用于获取一个二聚体，采用一种新的顺序去保护-耦合步骤的方法，这可以导致机械连接的聚旋转烷（polyrotaxanes）的形成。
• Mechanically Linked Polyrotaxanes:  A Stepwise Approach
  作者：Michel P. L. Werts、Maarten van den Boogaard、Gerasimos M. Tsivgoulis、Georges Hadziioannou

  DOI：10.1021/ma034521t

  日期：2003.9.1

  A new synthetic approach for the preparation of mechanically linked polyrotaxanes was developed. Two variations of rotaxane monomers were synthesized, based on diphenylmethane and tetraphenylmethane blocking groups. Both rotaxanes bear a protected phenol functionality in the dumbbell-shaped part and a protected carboxylic acid functionality in the cyclic component. Via a "stepwise" polymerization, a rotaxane dimer and a rotaxane tetramer have been obtained. The procedure involves selective deprotection of the two functional groups in separate batches and a subsequent coupling reaction of the produced monofunctional/monoprotected monomers so that a dimer is formed. Longer and monodisperse oligomers can easily be obtained by repetition of this procedure. In addition, deprotection of both functionalities in the dimer and subsequent esterification resulted in the formation of a polymer with a molecular weight of ca. 400 000. The molecules obtained were isolated and characterized by H-1 NMR and mass spectrometry.