1-溴-12-巯基十二烷 | 176109-91-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醇
• 中文名称: 1-溴-12-巯基十二烷
• 英文名称: 12-mercaptododecyl bromide
• 英文别名: 12-bromo-1-dodecanethiol；1-bromo-12-mercaptododecane；12-Bromododecane-1-thiol；12-bromododecane-1-thiol
• CAS: 176109-91-4
• 化学式: C₁₂H₂₅BrS
• 分子量: 281.3
• InChiKey: GQIVVUUQQAXEMO-UHFFFAOYSA-N

物化性质

• 沸点：
  331.1±15.0 °C(Predicted)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  14
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-溴-12-巯基十二烷 在 potassium permanganate 、 copper(II) sulfate 作用下， 以 二氯甲烷 为溶剂， 生成 1,2-bis(12-bromododecyl)disulfane
  参考文献：
  名称：

  Zn2 +存在下光致变色螺吡喃修饰的Au电极的电极电势的光调制：一种基于光信号电子转导的新型分子开关。

  摘要：

  在Zn2 +存在下，可通过紫外/可见光辐照可逆地调节光致变色螺吡喃修饰的Au电极的电极电势，并基于该光信号的电子转导建立了新的分子开关和“ AND”逻辑门。

  DOI：

  10.1039/b606141a
• 作为产物：
  描述：

  S-(12-bromododecyl) ethanethioate 在 盐酸 作用下， 以 水 为溶剂， 反应 5.0h， 以89%的产率得到1-溴-12-巯基十二烷
  参考文献：
  名称：

  Highly fluorinated phosphonium ionic liquids: novel media for the generation of superhydrophobic coatings

  摘要：

  我们合成了一类新的高氟化膦离子液体（HFPILs），它们是热稳定、不挥发、可调节的小分子；它们非常适合用于制造新型超疏水涂层，为离子液体的应用提供了一种新的范例。

  DOI：

  10.1039/b821174d

文献信息

• [EN] PHOSPHONIUM IONIC LIQUIDS AND COATINGS MADE THEREFROM<br/>[FR] LIQUIDES IONIQUES À BASE DE PHOSPHONIUM ET REVÊTEMENTS RÉALISÉS À PARTIR DE CEUX-CI
  申请人：UNIV WESTERN ONTARIO

  公开号：WO2009094768A1

  公开（公告）日：2009-08-06

  ABSTRACT The present invention provides phosphonium ionic liquids (11) and coatings made therefrom. Highly fluorinated phosphonium ionic liquids based on (11) having been produced exhibiting high thermal stabilities, low melting points and temperature dependent solvent miscibilities. These salts and derivatives of (11) have also been employed in the preparation of superhydrophobic surfaces, indicating that ionic liquids are not only new alternative solvents, but also viable functional materials. All derivatives of (11) form biphasic systems with common laboratory solvents of ranging polarity at room temperature. Based on the solvent miscibility experiments with water and the high fluorine loading, the PILs showed obvious evidence of being hydrophobic. Coatings made with these phosphonium ionic liquids (11), salts and derivatives thereof were superhydrophobic with water contact angles were measured and all of the surfaces were determined to be superhydrophobic with contact angles > 150°.

  摘要 本发明提供了基于磷酸铵离子液体（11）制备的涂层。已生产出基于（11）的高度氟化磷酸铵离子液体，具有高热稳定性、低熔点和温度相关的溶剂亲和力。这些（11）的盐和衍生物还被用于制备超疏水表面，表明离子液体不仅是新型替代溶剂，也是可行的功能材料。所有（11）的衍生物在室温下与不同极性的常见实验室溶剂形成两相体系。根据与水的溶剂亲和力实验和高氟含量，磷酸铵离子液体显示出明显的疏水性证据。使用这些磷酸铵离子液体（11）、盐和其衍生物制成的涂层都是超疏水的，水接触角度被测量，所有表面被确定为超疏水，接触角大于150°。
• Ultrasensitive Detection of CrO₄²^- Using a Microcantilever Sensor
  作者：Hai-Feng Ji、Thomas Thundat、Reza Dabestani、Gilbert M. Brown、Philip F. Britt、Peter V. Bonnesen

  DOI：10.1021/ac0013103

  日期：2001.4.1

  Microcantilevers modified with a self-assembled monolayer respond sensitively to specific ion concentrations. Here, we report the detection of trace amounts of CrO42- using microcantilevers modified with a self-assembled monolayer of triethyl-12-mercaptododecylammonium bromide. The self-assembled monolayer was prepared on a silicon microcantilever coated with a thin layer of gold on one side. The microcantilever undergoes bending due to sorption of CrO42- ions on the monolayer-modified side. It was found that a concentration of 10-9 M CrO42- can be detected using this technology in a flow cell. Other anions, such as Cl-, Br-, CO32- (or HCO3-), and SO42-, have minimal effect on the deflection of this cantilever. The mechanics of the bending and the chemistry of cantilever modification are discussed.

  用自组装单层修饰的微悬臂梁对特定离子浓度具有灵敏的响应。在这里，我们报告了使用用三乙基-12-巯基十二烷基溴化铵自组装单层修饰的微悬臂梁检测痕量的 CrO42-。自组装单层是在一侧涂有薄层金的硅微悬臂梁上制备的。由于单层改性侧吸附了 CrO42- 离子，微悬臂梁发生弯曲。结果发现，在流动池中使用该技术可以检测到 10-9 M CrO42- 的浓度。其他阴离子，如 Cl-、Br-、CO32-（或 HCO3-）和 SO42-，对该悬臂的偏转影响很小。讨论了弯曲的力学和悬臂修改的化学原理。
• PHOSPHONIUM IONIC LIQUIDS AND COATINGS MADE THEREFROM
  申请人：Ragogna Paul J.

  公开号：US20110041912A1

  公开（公告）日：2011-02-24

  The present invention provides phosphonium ionic liquids (11) and coatings made therefrom. Highly fluorinated phosphonium ionic liquids based on (11) having been produced exhibiting high thermal stabilities, low melting points and temperature dependent solvent miscibilities. These salts and derivatives of (11) have also been employed in the preparation of superhydrophobic surfaces, indicating that ionic liquids are not only new alternative solvents, but also viable functional materials. All derivatives of (11) form biphasic systems with common laboratory solvents of ranging polarity at room temperature. Based on the solvent miscibility experiments with water and the high fluorine loading, the PILs showed obvious evidence of being hydrophobic. Coatings made with these phosphonium ionic liquids (11), salts and derivatives thereof were superhydrophobic with water contact angles were measured and all of the surfaces were determined to be superhydrophobic with contact angles >150°.

  本发明提供了磷酸铵离子液体（11）及其制成的涂层。基于（11）的高度氟化的磷酸铵离子液体具有高热稳定性，低熔点和温度依赖的溶剂混溶性。这些（11）的盐和衍生物也已被用于制备超疏水表面，表明离子液体不仅是新的替代溶剂，而且也是可行的功能材料。在室温下，所有（11）的衍生物与常见的极性范围的实验室溶剂形成两相系统。基于与水的溶剂混溶实验和高氟负荷，PILs表现出明显的亲水性。使用这些磷酸铵离子液体（11）、盐和其衍生物制成的涂层是超疏水的，测量了水接触角，所有表面都被确定为超疏水的，接触角>150°。
• Phosphonium ionic liquids and coatings made therefrom
  申请人：Ragogna Paul J.

  公开号：US08957243B2

  公开（公告）日：2015-02-17

  The present invention provides phosphonium ionic liquids (11) and coatings made therefrom. Highly fluorinated phosphonium ionic liquids based on (11) having been produced exhibiting high thermal stabilities, low melting points and temperature dependent solvent miscibilities. These salts and derivatives of (11) have also been employed in the preparation of superhydrophobic surfaces, indicating that ionic liquids are not only new alternative solvents, but also viable functional materials. All derivatives of (11) form biphasic systems with common laboratory solvents of ranging polarity at room temperature. Based on the solvent miscibility experiments with water and the high fluorine loading, the PILs showed obvious evidence of being hydrophobic. Coatings made with these phosphonium ionic liquids (11), salts and derivatives thereof were superhydrophobic with water contact angles were measured and all of the surfaces were determined to be superhydrophobic with contact angles >150°.

  本发明提供了磷酸铵离子液体（11）及其制成的涂层。基于（11）的高度氟化的磷酸铵离子液体具有高热稳定性、低熔点和温度依赖的溶剂混溶性。这些（11）的盐和衍生物也被用于制备超疏水表面，表明离子液体不仅是新的替代溶剂，而且是可行的功能性材料。所有（11）的衍生物在室温下与常见的极性溶剂形成两相系统。基于与水的溶剂混溶实验和高氟含量，这些磷酸铵离子液体显示出明显的亲水性。使用这些磷酸铵离子液体（11）、盐和衍生物制成的涂层是超疏水的，水接触角被测量，所有表面被确定为超疏水，接触角>150°。
• Electrostatic Control of Macrocyclization Reactions within Nanospaces
  作者：Kaiya Wang、Xiaoyang Cai、Wei Yao、Du Tang、Rhea Kataria、Henry S. Ashbaugh、Larry D Byers、Bruce C. Gibb

  DOI：10.1021/jacs.9b02287

  日期：2019.4.24

  The intrinsic structural complexity of proteins makes it hard to identify the contributions of each noncovalent interaction behind the remarkable rate accelerations of enzymes. Coulombic forces are evidently primary, but despite developments in artificial nanoreactor design, a picture of the extent to which these can contribute has not been forthcoming. Here we report on two supramolecular capsules that possess structurally identical inner-spaces that differ in the electrostatic potential (EP) field that envelops them: one positive and one negative. This architecture means that only changes in the EP field influence the chemical properties of encapsulated species. We quantify these influences via acidity and rates of cyclization measurements for encapsulated guests, and we confirm the primary role of Coulombic forces with a simple mathematical model approximating the capsules as Born spheres within a continuum dielectric. These results reveal the reaction rate accelerations possible under Coulombic control and highlight important design criteria for nanoreactors.