S-(12-bromododecyl) ethanethioate | 173349-34-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸及其衍生物
• 英文名称: S-(12-bromododecyl) ethanethioate
• 英文别名: CH3(CO)S(CH2)12Br
• CAS: 173349-34-3
• 化学式: C₁₄H₂₇BrOS
• 分子量: 323.338
• InChiKey: WOXGKTOERYTHIU-UHFFFAOYSA-N

物化性质

• 熔点：
  39 °C(Solvent: Hexane)
• 沸点：
  373.8±15.0 °C(Predicted)
• 密度：
  1.138±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  17
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  1,12-十二烷二醇 在 N-溴代丁二酰亚胺(NBS) 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 S-(12-bromododecyl) ethanethioate
  参考文献：
  名称：

  Electrostatic Control of Macrocyclization Reactions within Nanospaces

  摘要：

  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.

  DOI：

  10.1021/jacs.9b02287

文献信息

• A photolabile protection strategy for terminal alkynes
  作者：Tina A. Gschneidtner、Kasper Moth-Poulsen

  DOI：10.1016/j.tetlet.2013.07.144

  日期：2013.10

  Several photo-caged alcohols were synthesized via mild copper(II)-catalyzed substitution between tertiary propargylic alcohols and 2-nitrobenzyl alcohol to build up robust, base stable o-nitrobenzyl (NB) photo-cleavable compounds. We compare the new photolabile protecting group with the commonly used alkyne protecting group, 2-methyl-3-butyn-2-ol and the results show that NB ethers are stable under the

  我们提出了一种对末端炔烃进行光不稳定保护的策略。通过在叔炔丙醇和2-硝基苄醇之间的轻度铜（II）催化取代反应合成了几种光笼蔽的醇，以建立坚固的，碱稳定的邻硝基苄基（NB）可光裂解的化合物。我们将新的光不稳定保护基团与常用的炔烃保护基团2-甲基-3-丁炔-2-醇进行了比较，结果表明，NB醚在裂解条件下对甲基丁炔醇保护的炔烃的裂解是稳定的。另外，我们提出了含有硫醇基团的光可裂解的NB衍生物的合成，该衍生物可以用作光诱导的表面官能化反应的试剂。
• Selective mono N-alkylations of cyclen in one step syntheses
  作者：Julien Massue、Sally E. Plush、Célia S. Bonnet、Doireann A. Moore、Thorfinnur Gunnlaugsson

  DOI：10.1016/j.tetlet.2007.09.022

  日期：2007.11

  cyclen (1,4,7,10-tetraazacyclododecane) using a range of functionalized alkyl halides. This ‘easy to use’ synthesis gives rise to mono-derivatives of cyclen from various alkyl halides or, when using alkyl dihalides, bis-cyclen derivatives, where the alkyl group links two cyclen macrocycles together. While the reaction conditions require the use of 1:4 stoichiometry (alkyl halide:cyclen), any unreacted

  在这封信中，我们描述了使用一系列官能化的烷基卤化物进行的环己酮（1,4,7,10-四氮杂环十二烷）的选择性一步单N-烷基化。这种“易于使用”的合成方法产生了由各种卤代烷形成的环素单衍生物，或者，当使用烷基二卤化物时，产生了双环素衍生物，其中烷基将两个环素大环连接在一起。虽然反应条件要求使用化学计量比为1：4（卤代烷：环烷烃），但任何未反应的环糊精都可以通过水萃取法回收并成功地重复使用。发现该方法是非常通用的，特别适合于带有受保护的硫醇基团以及α-氯酰胺衍生的生色团的循环目标。这种细胞周期垂体生色团被用作镧系元素发光探针和传感器的触角。
• [EN] SOLID FOAM COMPRISING MESOGENIC LIGAND-FUNCTIONALIZED NANOPARTICLES AND METHODS OF MAKING AND USING THE SAME<br/>[FR] MOUSSE SOLIDE INCORPORANT DES NANOPARTICULES FONCTIONNALISÉES PAR UN LIGAND MÉSOGÈNE, LEURS PROCÉDÉS DE FABRICATION ET D'UTILISATION
  申请人：UNIV CALIFORNIA

  公开号：WO2019079507A1

  公开（公告）日：2019-04-25

  Solid foam structures having multiple compartments comprising mesogenic ligand-functionalized nanoparticles are provided. Compositions that include these structures, as well as methods of making the structures are also provided. The structures, compositions and methods find use in a variety of applications, such as, photonics, luminescent coatings and multi-compartment encapsulation technologies.

  提供了具有多个隔室的介向配体功能化纳米颗粒的固体泡沫结构。还提供包括这些结构的组合物，以及制备这些结构的方法。这些结构、组合物和方法在各种应用中发挥作用，例如光子学、发光涂料和多隔室封装技术。
• Organic Ligands For Templatable Mesoscale Nanocapsules
  申请人：The Regents Of The University Of California

  公开号：US20210179939A1

  公开（公告）日：2021-06-17

  Organic ligands and methods for preparing a variety of organic ligands are provided. The subject methods provide for the preparation of organic ligands in high yield and purity for use as ligands for attachment to nanoparticles to enable the formation of three dimensional nanocapsules of stably associated organic ligand-functionalized nanoparticles. Compositions that include these nanocapsules, as well as methods of making the nanocapsules are also provided.

  提供了有机配体和制备多种有机配体的方法。这些方法提供了高产率和纯度的有机配体的制备，用作连接到纳米颗粒的配体，以实现稳定关联的有机配体功能化纳米颗粒的三维纳米胶囊的形成。还提供了包括这些纳米胶囊的组合物以及制备纳米胶囊的方法。
• 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°。