diethyl (11-((tetrahydro-2H-pyran-2-yl)oxy)undecyl)phosphonate | 496916-47-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: diethyl (11-((tetrahydro-2H-pyran-2-yl)oxy)undecyl)phosphonate
• 英文别名: 2-(11-Diethoxyphosphorylundecoxy)oxane；2-(11-diethoxyphosphorylundecoxy)oxane
• CAS: 496916-47-3
• 化学式: C₂₀H₄₁O₅P
• 分子量: 392.516
• InChiKey: VUKOWCSIQKOCNF-UHFFFAOYSA-N

物化性质

• 沸点：
  479.3±30.0 °C(Predicted)
• 密度：
  1.00±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  26
• 可旋转键数：
  17
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl (11-((tetrahydro-2H-pyran-2-yl)oxy)undecyl)phosphonate 在 amberlyst H₁₅ 作用下， 以 甲醇 为溶剂， 反应 17.0h， 以99%的产率得到二乙基11-羟基十一烷基磷酸酯
  参考文献：
  名称：

  硅上振动和电子耦合铼联吡啶羰基配合物的模块化组装

  摘要：

  混合无机/有机异质界面是下一代光催化、光伏和化学传感应用的有前途的系统。它们的性能在很大程度上依赖于具有（亚）分子控制的稳健可靠的表面钝化和功能化协议的开发。半导体表面的结构、稳定性和化学性质决定了混合组件的功能。通常，必须费力地开发这些改性方案以满足半导体表面的特定化学要求。与纳米电子器件制造兼容的化学独立但高度选择性的标准化表面功能化方案的实施具有最大的技术相关性。这里，我们引入了一种模块化表面组装 (MSA) 方法，通过将原子层沉积 (ALD) 和选择性自组装单层膦酸相结合，可以将分子过渡金属配合物以亚纳米精度共价锚定在任何固体材料上。ALD 作为半导体器件制造中的重要工具，用于在硅表面上生长共形氧化铝活化涂层，直至亚纳米厚度，以实现铼 (I) 联吡啶三羰基分子的选择性逐步层组装复合体。正如红外光谱、光致发光和 X 射线光电子能谱分析所证明的那样，分子复合物的模块化表面组装产生具有强

  DOI：

  10.1021/jacs.1c09061
• 作为产物：
  描述：

  11-溴-1-十一醇 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 生成 diethyl (11-((tetrahydro-2H-pyran-2-yl)oxy)undecyl)phosphonate
  参考文献：
  名称：

  Detection of Discrete Interactions upon Rupture of Au Microcontacts to Self-Assembled Monolayers Terminated with −S(CO)CH₃ or −SH

  摘要：

  Pulloff forces were measured under solvent for Au-coated atomic force microscopy (AFM) tips in contact with -S-acetate-, -O-acetale-, -SH-, or -OH-terminated self-assembled monolayers (SAMs). The SAMs were formed by adsorption of omega -functionalized undecylphosphonic acids on metal oxide substrates. In ethanol and hexadecane, the mean force required to rupture Au/S-acetate microcontacts was 7 times greater than the mean force required to break Au/O-acetate contacts, consistent with the known affinity of S-containing functional groups for Au. Further, rupture force histograms for Au/S-acetate microcontacts under ethanol or hexadecane showed 0.1 nN periodicity. Rupture forces for Au/-SH microcontacts were 4 times greater than for Au/-OH microcontacts under ethanol, and the rupture force histograms showed the same 0.1 nN periodicity. We have assigned this 0.1 nN force quantum to rupture of individual chemical bonds and have estimated the bond energy to be on the order of 10 kJ/mol. The specific interaction corresponding to this energy appears to be abstraction of Au atoms from the tip surface upon pulloff. Our ability to detect these discrete interactions was a function of the solvent in which the measurements were made. For example, in water there was no difference in the mean pulloff force for Au'S-acetate and Au/O-acetate contacts and the histograms did not exhibit periodicity. In general, mean rupture forces for tip-SAM microcontacts are strongly solvent-dependent. To observe single bond rupture forces directly, we argue that the tip-substrate interfacial energy must be negative and larger in absolute value than the substrate-solvent and tip-solvent interfacial energies [i.e., \gamma (substrate-tip)\ > (gamma (tip-solvent) + gamma (substrate-solvent))] Otherwise, nonspecific solvent exclusion effects dominate the microcontact adhesion. These measurements show that, whereas rupture fords for tip-SAM microcontacts are solvent-dependent, these forces can be sensitive, under the right conditions, to fluctuations in the number of discrete chemical interactions.

  DOI：

  10.1021/ja994524e

文献信息

• ZWITTERIONIC NANOPARTICLES
  申请人：FRAUNHOFER-INSTITUT FÜR ANGEWANDTE POLYMERFOSCHUNG IAP

  公开号：US20190367807A1

  公开（公告）日：2019-12-05

  The present invention relates to a zwitterionic nanoparticle, the zwitterionic nanoparticle comprising at least one nanoparticle and a zwitterionic case enclosing the nanoparticle. Furthermore, the present invention relates to a composition, a method of binding a zwitterionic nanoparticle and the use of a zwitterionic nanoparticle.

  本发明涉及一种带有至少一个纳米粒子和包围该纳米粒子的带电离子外壳的带电离子纳米粒子。此外，本发明涉及一种组合物，一种结合带电离子纳米粒子的方法以及使用带电离子纳米粒子。
• Comparison of Zirconium Phosphonate-Modified Surfaces for Immobilizing Phosphopeptides and Phosphate-Tagged Proteins
  作者：Florian Forato、Hao Liu、Roland Benoit、Franck Fayon、Cathy Charlier、Amina Fateh、Alain Defontaine、Charles Tellier、Daniel R. Talham、Clémence Queffélec、Bruno Bujoli

  DOI：10.1021/acs.langmuir.6b01020

  日期：2016.6.7

  the process gives adsorbed zirconium oxide/hydroxide species and to a lower extent adsorbed zirconium phosphate and/or phosphonate. Reactions giving rise to these products were modeled in homogeneous-phase studies. Nevertheless, each of the three modified surfaces effectively immobilized phosphopeptides and phosphopeptide tags fused to an affinity protein. Unexpectedly, the zirconium oxide/hydroxide

  比较了制备磷酸锆改性的表面以固定生物分子探针的不同途径。探索了两种化学修饰方法，可在市售伯胺官能化载玻片上形成自组装单层膜，并将所得表面与使用Langmuir-Blodgett方法制备的特性良好的磷酸锆锆单层膜修饰载体进行比较。使用POCl 3时作为胺磷酸化剂，然后再用氯化锆进行处理，结果并非像文献中通常假定的那样是磷酸锆单层，而是通过该方法得到了吸附的氧化锆/氢氧化物，并在较低程度上吸附了磷酸锆和/或膦酸酯。在均相研究中对产生这些产物的反应进行了建模。然而，三个修饰表面中的每一个都有效地固定了与亲和蛋白融合的磷酸肽和磷酸肽标签。出乎意料的是，通过用POCl 3 / Zr 4+处理涂有胺的载玻片形成的氧化锆/氢氧化物改性的表面可更好地固定肽和蛋白质，并有效捕获其靶标。
• Immobilization of chiral enzyme inhibitors on solid supports by amide-forming coupling and olefin metathesis
  作者：Manfred T Reetz、Carsten J Rüggeberg、Melloney J Dröge、Wim J Quax

  DOI：10.1016/s0040-4020(02)01052-9

  日期：2002.10

  The question whether phage display can be used as a selection method in the directed evolution of enantioselective enzymes has not been answered satisfactorily to date. In order to be able to test this in a specific case, namely in the hydrolytic kinetic resolution of the acetate derived from alpha,beta- isopropylideneglycerol (IPG) catalyzed by the lipase from Bacillus subtilis, suicide enzyme inhibitors anchored on porous glass or polymer beads were designed and synthesized. These are immobilized phosphonates, which bear a leaving group and also contain the chiral substrate (D) and (L)-IPG, Modified SIRAN((R)) (porous glass) and Tentagel((R)) (polymer) were chosen as carriers, attachment occurring via amide-forming coupling or Ru-catalyzed olefin metathesis. Initial lipase inhibition studies are also reported. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Pulsipher, Abigail; Westcott, Nathan P.; Luo, Wei, Journal of the American Chemical Society, 2009, vol. 131, p. 7626 - 7632
  作者：Pulsipher, Abigail、Westcott, Nathan P.、Luo, Wei、Yousaf, Muhammad N.

  DOI：——

  日期：——
• COATING OF METAL PIGMENTS USING PHOSPHONIC ACID-BASED COMPOUNDS
  申请人：SUNDARARAMAN Anand

  公开号：US20140076201A1

  公开（公告）日：2014-03-20

  A coated metal pigment that has excellent passivation, dispersion and adhesion properties, a method for producing the coated metal pigment and a coating composition that includes the coated metal pigment are described. The disclosed method generally involves the use of a compound with the following formula (A)