1,2-bis(12-bromododecyl)disulfane | 222832-70-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 有机二硫化物
• 英文名称: 1,2-bis(12-bromododecyl)disulfane
• 英文别名: 1-Bromo-12-[(12-bromododecyl)disulfanyl]dodecane；1-bromo-12-(12-bromododecyldisulfanyl)dodecane
• CAS: 222832-70-4
• 化学式: C₂₄H₄₈Br₂S₂
• 分子量: 560.585
• InChiKey: PSVMEAXZWVHQIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.8
• 重原子数：
  28
• 可旋转键数：
  25
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-bis(12-bromododecyl)disulfane 在 三丁基膦 、 potassium carbonate 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 27.0h， 生成 12-Mercaptododecyl-1-uracil
  参考文献：
  名称：

  Programming a Gold Nanocrystal to Recognize and Selectively Bind a Molecular Substrate in Solution

  摘要：

  Gold nanocrystals stabilized by a chemisorbed mixture of a long-chain alkane thiol, namely dodecanethiol (95 %), and a long-chain dodecanethiol incorporating a receptor, namely 12-mercaptododecyl-1-uracil (5%), have been prepared. In solution, these nanocrystals recognize and selectively bind a long-chain alkane incorporating a complementary substrate, namely, N,N'-2,6-pyridinediylbis[undecamide].

  DOI：

  10.1021/jp9832950
• 作为产物：
  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

文献信息

• 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。
• Cationic Self-Assembled Monolayers Composed of Gemini-Structured Dithiol on Gold:  A New Concept for Molecular Recognition Because of the Distance between Adsorption Sites
  作者：Shinobu Yokokawa、Kaoru Tamada、Eisuke Ito、Masahiko Hara

  DOI：10.1021/jp027375m

  日期：2003.4.1

  Cationic self-assembled monolayers (SAMs) composed of quaternary ammonium (QA) sulfur derivatives have been synthesized to control the distance between charged headgroups on gold substrates. Two molecules bearing resembling molecular structures, "gemini"-structured didodecyl dithiol (HS-gQA-SH) and didodecyl disulfide (QA-SS-QA), were utilized in this study, and the formation and structure of the SAMs were characterized by surface plasmon resonance spectroscopy (SPR), X-ray photoelectron spectroscopy (XPS), and Fourier transform infrared-reflection adsorption spectroscopy (FTIR-RAS). In the HS-gQA-SH SAM, the orientation and distance between QA groups are specified by the covalent bonding with ethylene spacer, while those of the QA-SS-QA SAM are determined by the electric repulsion between charged headgroups, that is, QA groups in the QA-SS-QA SAM are more randomly located, being more distant than with those in the HS-gQA-SH SAM. We found that L-tartaric acid, a probe molecule with two carboxyl groups having the distance of an ethylene unit, exhibits a strong affinity on the HS-gQA-SH SAM. In contrast, no specific binding was observed on the QA-SS-QA SAM. These results imply the possibility to build up a molecular recognition system on surfaces because of the control of the distance between the charged headgroups by using the gemini-structured molecular design.
• 10.1080/15421400390263875
  作者：Yokokawa, Shinobu、Hara, Masahiko、Tamada, Kaoru、Ito, Eisuke

  DOI：10.1080/15421400390263875

  日期：——
• Lanthanide-Functionalized Nanoparticles as MRI and Luminescent Probes for Sensing and/or Imaging Applications
  作者：Steve Comby、Esther M. Surender、Oxana Kotova、Laura K. Truman、Jennifer K. Molloy、Thorfinnur Gunnlaugsson

  DOI：10.1021/ic4023568

  日期：2014.2.17

  The combination of lanthanides and nanoparticles to develop new hybrid nanomaterials has become a highly topical area of research in the field of sensing, biomedical imaging, drug delivery, etc. However, these novel nanomaterials have to be carefully designed to ensure that the unique properties conveyed by each component, i.e., lanthanide ions and nanoparticles, are maximized and not negatively affected by one another. In this Forum Article, the main advances in the design of lanthanide-based nanoparticles will be discussed, with the first part focusing on the design of gadolinium(III)-based nanoparticles and their use as magnetic resonance imaging agents. The second part will then describe the main and most recent designs of luminescent lanthanide-based nanoparticles and their applications as sensors or imaging agents, with a special emphasis on our contribution to this area.
• Nakanishi, Jun; Nakayama, Hidekazu; Shimizu, Takahiro, Journal of the American Chemical Society, 2009, vol. 131, p. 3822 - 3823
  作者：Nakanishi, Jun、Nakayama, Hidekazu、Shimizu, Takahiro、Ishida, Haruhisa、Kikuchi, Yukiko、et al.

  DOI：——

  日期：——