1-(4,4-bis(4-hydroxyphenyl)piperidin-1-yl)ethanone | 83920-14-3

• 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: 1-(4,4-bis(4-hydroxyphenyl)piperidin-1-yl)ethanone
• 英文别名: 1-[4,4-Bis(4-hydroxyphenyl)piperidin-1-yl]ethanone
• CAS: 83920-14-3
• 化学式: C₁₉H₂₁NO₃
• 分子量: 311.381
• InChiKey: CDLPWCUSBJPDLD-UHFFFAOYSA-N

物化性质

• 熔点：
  301 °C
• 沸点：
  536.5±50.0 °C(Predicted)
• 密度：
  1.233±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4,4-bis(4-hydroxyphenyl)piperidin-1-yl)ethanone 在 氢氧化钾 、 sodium hydroxide 作用下， 以 甲酸 、 乙二醇甲醚 、 水 为溶剂， 反应 20.5h， 生成 4,4-bis(4-methoxyphenyl)-N-methylpiperidine
  参考文献：
  名称：

  Diederich, Francois; Dick, Klaus; Griebel, Dieter, Chemische Berichte, 1985, vol. 118, # 9, p. 3588 - 3619

  摘要：

  DOI：
• 作为产物：
  描述：

  N-乙酰基-4-哌啶酮 、 苯酚 在 硫酸 作用下， 以 丙酮 为溶剂， 反应 72.0h， 以84%的产率得到1-(4,4-bis(4-hydroxyphenyl)piperidin-1-yl)ethanone
  参考文献：
  名称：

  分子雏菊链：两亲分子棒的合成与聚集研究

  摘要：

  合成了一种水溶性的环烷作为环亚单位，并通过分子棒进行了单功能化，从而为机械连接的低聚物引入了新的结合基序。已经证明，这种雌雄同体的化合物在极性溶剂中以很宽的浓度范围形成[c2]雏菊链。此外，已经获得了形成高于临界聚集浓度的更高机械交联的低聚物的证据。

  DOI：

  10.1002/chem.201202498

文献信息

• Synthesis of Novel Water-soluble Molecular Bowls and Their Unique Complexing Behavior with 1-Anilinonaphthalene-8-sulfonate
  作者：Kei Goto、Shigehisa Akine、Tomoko Hayashi、Renji Okazaki

  DOI：10.1246/cl.1998.291

  日期：1998.4

  Novel water-soluble bowl-shaped cyclophanes 1 and 2 were synthesized. Complexation study in 25% aqueous methanol revealed that 1 and 2 form 2:1 (host/guest) complexes with 1-anilinonaphthalene-8-sulfonate (ANS). The emission wavelength of ANS encapsulated by 1 and 2 as well as the related monocyclic cyclophanes was usefully employed to demonstrate that the host/guest ratio of the complex significantly affects the micropolarity of the guest-binding site of these cyclophanes.

  合成了新型水溶性碗状环烷1和2。在 25% 甲醇水溶液中的络合研究表明，1 和 2 与 1-苯胺萘-8-磺酸盐 (ANS) 形成 2:1（主体/客体）络合物。 1和2以及相关单环环烷封装的ANS的发射波长可有效地证明复合物的主体/客体比例显着影响这些环烷的客体结合位点的微极性。
• Heterocyclic bis(4-hydroxyphenyl)cycloalkanes and polycarbonates prepared therefrom
  申请人：GENERAL ELECTRIC COMPANY

  公开号：EP0606722A1

  公开（公告）日：1994-07-20

  Heterocyclic bis(4-hydroxyphenyl)cycloalkanes, as illustrated by 4,4-bis(4-hydroxyphenyl)thiopyran and the corresponding acetylated piperidine, may be prepared by the reaction of bisphenol A or a similar compound with the corresponding thiopyranone or piperidone. The thio compound may be oxidized to the corresponding sulfone. Polycarbonates prepared from said heterocyclic bis(4-hydroxyphenyl)cycloalkanes have high glass transition temperatures and are expected to be ductile.

  杂环双（4-羟基苯基）环烷烃，如 4,4-双（4-羟基苯基）噻喃和相应的乙酰化哌啶，可通过双酚 A 或类似化合物与相应的噻喃酮或哌啶酮反应制备。硫代化合物可氧化成相应的砜。由上述杂环双(4-羟基苯基)环烷制备的聚碳酸酯具有较高的玻璃化转变温度，并具有延展性。
• Investigation of Synthetic Hosts That Model Cation-π Sites Found at Protein Binding Domains
  作者：Vadims Dvornikovs、David B. Smithrud

  DOI：10.1021/jo011124c

  日期：2002.4.1

  Small cyclophanes containing aromatic groups and dialkyl ammonium ions were created as model systems of the cation-pi complexes found at some protein binding domains. The hosts had different shapes in order to investigate the effect the arrangement of ammonium ions to aromatic surfaces has on their reactivity. pK(a) values of the hosts were substantially different in DMSO or (95/5) DMSO/D2O solutions, which showed that the ions existed in different environments of the hosts. Electrostatic charges, as determined by density functional calculations, revealed that the magnitude of a cationic charge depends on its position relative to an aromatic ring. Association constants of the hosts bound to the sodium salt of N-acetyl phenylalanine in d(6)-DMSO and in (95/5) d(6)-DMSO/D2O solutions were inversely proportional to the magnitude of the hosts' acidity constants. These results suggest that the magnitude of the positive charge for cationic groups of cation-pi complexes is reduced by being associated with electron-rich faces of aromatic rings. The aromatic rings, however, lessen the desolvation penalty that must be overcome for ligand binding, giving an overall more favorable association.
• New water-soluble macrocycles of the paracyclophane type: Aggregation behavior and host-guest-interaction with hydrophobic substrates
  作者：Francois Diederich、Klaus Dick

  DOI：10.1016/s0040-4039(00)88586-x

  日期：1982.1
• DIEDERICH, F.;DICK, K.;GRIEBEL, D., CHEM. BER., 1985, 118, N 9, 3588-3619
  作者：DIEDERICH, F.、DICK, K.、GRIEBEL, D.

  DOI：——

  日期：——