11-S-acetylundecylphosphonic acid | 304012-57-5

• 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: 11-S-acetylundecylphosphonic acid
• 英文别名: 11-(Acetylthio)undecylphosphonic acid；11-acetylsulfanylundecylphosphonic acid
• CAS: 304012-57-5
• 化学式: C₁₃H₂₇O₄PS
• 分子量: 310.395
• InChiKey: MXVVRUWOKVFAKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  99.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  11-S-acetylundecylphosphonic acid 在 氢氧化钾 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 3.0h， 生成 11-thioundecylphosphonic acid
  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
• 作为产物：
  描述：

  11-溴-1-十一醇 在 氢溴酸 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 为溶剂， 反应 66.5h， 生成 11-S-acetylundecylphosphonic acid
  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

• SEMICONDUCTING NANOPARTICLE
  申请人：Merck Patent GmbH

  公开号：EP3755763A1

  公开（公告）日：2020-12-30
• US9939727B2
  申请人：——

  公开号：US9939727B2

  公开（公告）日：2018-04-10
• [EN] SEMICONDUCTING NANOPARTICLE<br/>[FR] NANOPARTICULE SEMI-CONDUCTRICE
  申请人：MERCK PATENT GMBH

  公开号：WO2019162242A1

  公开（公告）日：2019-08-29

  The present invention relates to a semiconducting nanoparticle.
• Detection of Discrete Interactions upon Rupture of Au Microcontacts to Self-Assembled Monolayers Terminated with −S(CO)CH₃ or −SH
  作者：Hjalti Skulason、C. Daniel Frisbie

  DOI：10.1021/ja994524e

  日期：2000.10.1

  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.